Ingredients vs. Recipe

By Josh January 30, 2019

Back in the early 1990s, a restaurant chain called Chi-Chi’s spread rapidly across the United States. On one visit to my local Chi-Chi’s, I overheard someone in the restaurant tell his dinner guest, (paraphrasing) “Mexican restaurants are going to take off around the country. All of the dishes have the same ingredients, so they are able to keep their food costs low and their margins high.” I was too young at the time to understand business fundamentals, or to know what margins were, but I was able to see that every plate coming to my table had the same basic ingredients: a tortilla (flour or corn, hard or soft), some cheese, meat, tomatoes, lettuce, onion, rice and beans. Later on, guacamole would become a popular addition, thrilling Millennials everywhere 😊 I’m kidding…

And just as that restaurant soothsayer predicted, Mexican restaurants would take off in popularity through the late 90s to today. Chi-Chi’s would not be able to make it, due to some of the same things that befell later Mexican-food brand Chipotle, although incredulously, Chipotle seems to be able to keep bouncing back.


So why am I writing about Mexican food on a personal finance blog? Well, I recently had the revelation that we all have the same financial ingredients available at our disposal, but our individual situation and choices will determine the recipe that we choose to pursue. Instead of tortillas, cheese, meat, tomatoes, lettuce, onion, rice and beans, we have Mutual funds, ETFs, Stocks, Bonds, Real Estate, and Cash. We even have hard or soft shells (401ks & IRAs vs. brokerages and savings accounts).

Where Chipotle, Moe’s and Qdoba have quick service fast-casual, Roboadvisors like Betterment and Wealthsimple make saving and investing hassle-free and quick to set up. The fast-casual places also offer catering, and Roboadvisors often provide tax-loss harvesting or individual recommendations from an advisor.

You might choose shredded or ground beef, or some carne asada for your tacos, but you can choose US stocks, International stocks or REITs to do heavy lifting in your portfolio. For a lighter choice, you might stick to chicken or a vegetarian option, but in your portfolio you can fill up with dividend-paying stocks or corporate bonds to help provide income but limit your downside risk.

Most people like to mix things up a bit by adding guac, sour cream, or a side of salsa, and investors often do the same thing by adding a putting a few percentage points of their portfolio into individual stocks, crypto-currencies, or precious metals like gold & silver. These things can jazz up your returns, or they can fall flat like some brown guacamole.

Whatever mix of these ingredients you choose, you can make a worthwhile portfolio. Just don’t fill up on the free chips and salsa; stick to your spending and investment plans so you can enjoy the recipe you are building!

Chips & Salsa
Chips and habanero salsa at Cabo’s Cantina, in Downtown Fort Myers, FL

Our backgrounds will decide some of this for us. Someone working in government might have a 457 plan that is perfect for early retirement, but these often have 0 match from the employer. That means a high savings rate and aggressive investing will need to do the heavy lifting of building the recipe to the desired amount. Someone working in the private sector may have a 401k at their disposal, with a generous match (FREE MONEY) from their employer. This person is also likely paid more than their government counterpart, so they are more easily able to max out that 401k or their IRA, and their investments won’t necessarily have to work as hard for them because there’s more money to do the work of compounding.

After building your recipe, stick it in the oven (or in the words of Jim Gaffigan “a dirty microwave”) and wait for the heat to do its work. You can always keep it interesting by building a side portfolio of fun stuff like a few shares of your favorite companies, and treat that like dessert (fried ice cream is my favorite)!

And look out for specials! The lunch combos can be a great deal, just like when stocks temporarily go down in cost. While it can be terrifying to see your life’s savings go down in value, it is also a great time to splurge on some of your favorite ingredients to help make that recipe extra tasty for the future.

Investment fees are like the Montezuma’s Revenge of the investing world. Things can seem to be going along great, until something in the water strikes and cleans out a portion of your accounts! These fees can seem low, insidious little 1% or so here and there, and over time they can take over 30% of your portfolio. Be extra mindful of any account fees or loads that are charged in your accounts, and always maintain a buffer in your cash accounts to pay an unexpectedly-high bill or hospital visit.

So you may have guessed by now (over 800 words in) that I’m not much of a foodie or a cook. I order cheese enchiladas or a cheese quesadilla pretty much always when I go out for Mexican food. I stick with VTSAX (Total US Stock Market Index fund from Vanguard) for over 2/3 of my total allocation. I’m pretty tame with my drink choices (Sprite or a <<cerveza>> if celebrating something) and that echoes my high cash allocation right now. I have very little in bonds, some International stocks, and I’m slowly removing Peer-to-Peer loans and Precious metals from my holdings, so my personal recipe has just a dash of hot sauce. It might not be for everyone, but I like it and it seems to be working for my needs.

So reader, what is your favorite Mexican dish? Does it have any correlation to your investment philosophy, or am I a total weirdo when comparing the two? As always, I thank you *both* for reading 😊 Haha!


Wrapping up 2018

By Josh December 16, 2018

By the time you read this, there will likely be less than 2 weeks left in the year 2018. This is the time of year that I like to slow down, think back and reflect on the past 12 months.

Last week, there was a trending hashtag on Twitter that said #2018in5words and I decided to chime in:

In many ways, 2018 was a dumpster fire. By January 11th, my boss quit for a higher paying job in the private sector and my new boss decided to fire the new guy we had just hired a couple months prior. This suddenly left me as the only State employee covering 468 communities in 67 counties for the material in which I offer specialized support. There was scuttlebutt that my work-from-home situation was going to be recalled, and I would be required to move 400 miles away to Tallahassee or start looking for another job. Thankfully, that did not materialize, but my position was going to be treated as temporary unless I made the move, so in effect, there was truth to the rumor.

In June, my air conditioner froze up and I was left to deal with the 90°+ days without A/C for a weekend. Fortunately, this was resolved with a service call and a couple hundred dollar bill. I wasn’t quite so lucky in late August and early September when my water heater fried itself and I struggled to get someone qualified to come replace it with a tankless water heater system (and the accompanying electrical upgrades that were necessary to make that work). 18 days and about $2,300 later, I finally could take a shower in my own home again.

But overall, it really was the best year I’ve ever had. After 3.5 years in a job with no vacation and no paid holidays, I made a job change in May and I’m accruing 10 vacation days and 12 sick days, plus have 11 paid holidays and 3 floating personal days each year. With my FY2018 floating days, I attended FinCon18 in Orlando and met so many of my wonderful personal finance Twitter friends and many others!

With my new job came a new commute (no longer working from home), so I decided to use those nearly 2 hours per day in a positive way. I’ve been devouring episodes of several podcasts each day, from ChooseFI, Afford Anything, FIRE drill, The FI Show, Radical Personal Finance, His and Her FI, Chain of Wealth, Miles to Go, Do You Even Blog, and many more. It’s always such a treat to hear the voices of my actual friends on this podcasts sharing their knowledge and experience with the rest of us!

Travel was certainly the theme of 2018, with a total of 20 flight segments (and one epic train ride) to visit a total of 10 states:


In February, I flew home to Indiana for a weekend trip to see my high school’s girls basketball team compete for the State Championship. This was the first time I’d been able to feel like a wealthy, accomplished alumnus, even though the whole trip was paid for with Southwest Rapid Rewards miles and Hilton Honors points for my lodging 3 blocks from the game site.

I had work travel that took me out of state to Atlanta, Phoenix and San Diego, and I had my first opportunity to give a presentation at a national conference (the Association of State Floodplain Managers) in Phoenix.


Other work-related travel took me to St. Petersburg, Miami, Orlando, Tallahassee, and Daytona Beach, but I was able to drive to those locations.

In between the two jobs, I took off on a round-the-country trip over 13 days that took me from Tallahassee, to Atlanta, to Los Angeles, then onto the Coast Starlight train to Seattle, a free business class flight to Boston, and then back home to Fort Myers for a few days of relaxation before starting the new job. It was in Seattle that I first met in person with a personal finance friend from Twitter, Ty Roberts from CampFIREfinance.


I’ve made incredible new friends and forged closer friendships with existing friends. I’ve met celebrities of the personal finance and FIRE space, and I take pride in my own unique position within the space as champion of others’ stories and friend/ally that can be counted on for support.

I quit a soul-sucking side hustle (Ubering) and found other avenues to supplement my day job income. I’ve hammered out thousands of words (sometimes in one post) and restarted my own blog back in January at the behest of Penny. 😉

After 13 years of living on my own after college, I finally cut the cord and went with a WiFi and streaming entertainment option that is saving me over $100/month. Along the same lines of entertainment, I went to the movie theater and watched first-run movies almost a dozen times. In the name of frugality, I had given up in-theater movies for the past several years, but I really enjoy going sometimes, so I finally splurged a little bit on some movies and I do not regret it.

I read a dozen books, which is about a dozen more than I usually read in a given year. Favorites include The Year of Less by Cait Flanders, The Feminist Financial Handbook by Brynne Conroy, and Retire Early with Real Estate by Coach Chad Carson. I’m happy to call these three friends, and I can’t wait for more book launches in 2019 such as Tanja Hester’s book Work Optional: Retire Early the Non-Penny-Pinching Way.

Speaking of books and movies, the crowdfunded documentary and book for Playing with FIRE should be released in January or February, and I was pleased to be in a position to donate to the cause. The FIRE is spreading! Another (larger) donation I made was to my state professional organization; I bought a quality projector for use in training courses and our annual conference. I know how much the hotels and convention facilities charge for A/V equipment, so my donation this year will save the association many hundreds/thousands over the course of its useful life.

Speaking of donations, I was able to successfully give blood a couple weeks ago. I’m such a baby around blood and needles, but I overcame my fears and they tell me my donation will save 3 lives. That feels way better than a little bit of fear feels scary.

I set 6 resolutions for 2018 and I smashed 5 of those, so I call it a win.

I have been thinking about resolutions for 2019, but I like the idea of setting intentions instead of resolutions. I fully intend to build upon the successes of 2018 and to forge ahead with new plans. I cannot wait to make so many more new friends at CampFI Southeast Week 2 in January, and to reconnect with my favorite people in the world at FinCon19 in Washington D.C. in September. Travel remains high on my priority list, but I don’t have a whole lot of time saved up, so I might just need to take some long weekends and use up some of my accumulated hotel and airline points to go see some more of this beautiful blue and green marble we call home.

How would you recap 2018? What goals do you hope to achieve in the new year 2019?


Twitter made me do it – New York City

By Josh November 12, 2018

It was only 10 days ago, on a Friday evening after work, when I learned my internet friend Dumpster Doggy was going to be in New York City for a week, visiting her friend from college this week. It made me think “I’ve never flown across the country to visit a friend before” and “I should totally do that sometime!” In that instant, I remembered that my new job affords me the benefit of a paid holiday for Veteran’s Day, which was coming up the following weekend, and observed on the Monday (today) that I write this. A three-day weekend – I should totally take advantage of that extra day and travel somewhere!

Being somewhat unimaginative myself, I borrowed Dumpster Doggy’s idea – I would travel to NYC! As you are probably aware by now, I have tons of points and miles from various hotel and airline programs, plus the beneficial “transferable points” from a couple different bank/credit card programs. So, I set out searching for routes and times for flights that would work, and award availability at hotels in the City that would make for spectacular redemptions.

As a cardholder of the Chase IHG credit card, I receive a certificate good for a free night at any hotel in their portfolio around the world. They have recently changed the terms to make it work for hotels with a maximum of 40,000 IHG points per night, but I used it at the Intercontinental New York Barclay that charges 70,000 points per night. I pay a whopping $49 per year for that card, and I saved over $450 (plus taxes and fees) using my certificate.

For my second night, I transferred the valuable Chase Ultimate Rewards points (that I earn from Sapphire Reserve, Freedom and Freedom Unlimited cards) to World of Hyatt. I had over 4,000 Hyatt points sitting in my account, so I needed to send over another 26,000 Ultimate Rewards points to Hyatt (transferred instantaneously) to book the Park Hyatt New York City that goes for $895 per night (plus taxes and fees). Chase Ultimate Rewards points are typically valued around 2-2.1c each, but this redemption was 2.98 (call it 3) cents per point, and I got to stay in the swankiest hotel I’ve ever stepped foot into! For FREE!

To get to New York City, I looked at a few options. I could have used my Southwest Rapid Rewards points that I have sitting in my account, but I also hold the Chase Southwest Priority card that has an annual benefit of a $75 credit on flights purchased on Southwest. I had been looking for a one-way trip to buy a cash ticket on Southwest and get that automatic $75 credit, so I bought a ticket from RSW to LaGuardia for $156.80 and was only charged $81.80 for the trip. (This card comes with a $149 annual fee, so I earned back half of that fee with this flight. It also comes with 4 reimbursed upgrades to A1-A15, so I can skip the “early bird” gimmick and take my chances checking in at 24 hours ahead of the flight… if I don’t get a decent boarding position, I can buy an upgrade to the front of the boarding line, and it will be reimbursed 4x per year. Other benefits include 7,500 Rapid Reward points as a cardmember anniversary bonus, and 20% off in-flight purchases). I used UberPool to get from LaGuardia airport to the Intercontinental Barclay hotel in Manhattan for $16.99, including a $5 tip.

To get home, I am flying on JetBlue using some accumulated TrueBlue points I mostly earned from the JetBlue Plus credit card from Barclay. I got 40,000 points for only $1,000 in purchases, and I have earned smatterings of additional points from actual flights on JetBlue, filling out surveys, and doing my grocery shopping with that card. For 10,000 TrueBlue points, I flew home to Fort Myers, FL from Newark, NJ. My JetBlue credit card also gives me 50% off in-flight purchases, so I bought a Mile-High Mule and an Angry Orchard for only $3.50 each. To get to the airport, I booked a shuttle bus called the Newark Airport Express for $18 that picked me up at Bryant Park (42nd Street and 5th Avenue) and brought me to Newark in a charter bus that took about 45 minutes.

So all of the above is the “how” of travel hacking my trip, and I spent a whopping $156.79 (including $33 for parking at my home airport) for a 3-day weekend of luxury accommodations in one of the most expensive cities in the world! (I don’t count the cost of meals, since I would still be eating at home if I wasn’t traveling.) Below, I will provide a run-down of the activities I took part in, and the wonderful people I met (excluding 2 guys in Times Square that took all my remaining cash).

Saturday afternoon, upon landing at LaGuardia, I pulled out my phone to find a Twitter DM from Zero2Fire to say that she and Felicity from Fetching Financial Freedom were hanging out a café in Midtown, about ¾ mile from where my hotel was located. After checking in and dropping off my bag (traveled once again with my convertible backpack from ebags.com, which I can wear like a backpack or carry like a duffel), I went to Café Zaiya and met Zero and Felicity (whom I’d met at FinCon18), where we shared an ice cream and chatted for a while, before setting out to explore the City a bit. We checked out a Japanese grocery store, where Felicity and I both bought Japanese candies), and the New York Public Library at Bryant Park, which had awesome architecture and a big gift shop.

We wandered south a little bit and saw the Flatiron Building (which was once the tallest building in the world) and we stopped at Sweaty Betty’s (women’s athleisure) and the Fujifilm store, which took our picture on their knock-off Polaroids and gave us hot chocolate and a voucher for 10 free 4×6 prints from our phones. By then, it was time to go meet The Luxe Strategist at Tacombi Flatiron, a taco joint that allowed us to sit and visit for 2 hours (it started to get crowded towards the end), before we settled up the bill, each with our own Chase Sapphire Reserve cards (I had never seen another one of these out “in the wild” until FinCon, and now it’s a regular occurrence 😉).


We walked a few blocks south to get some dessert, aka doughnuts, at a place called Dough. We stayed there until the place closed at 9, and the workers were literally taking away the chairs all around us… Haha! After walking and talking a little while longer, we said our goodbyes to Luxe, and turned to walk north towards a subway station that would take Zero and Felicity back to Zero’s apartment. By the time we split up, I only had about 10 more blocks to walk, but I ended up walking about 15 more because I got a little confused about where I was headed, but I didn’t want to make an about-face in the middle of the sidewalk, so I just continued to the next corner and turned North and walked back on the next block 😉

Saturday, I checked out of my hotel early and left my bag with the Bell Stand, then grabbed some Starbucks on my way South along Madison Avenue. I reached Madison Square Park, then walked down 5th Avenue in the direction of Washington Park.

After crossing through Washington Park,  I kept going south until I found myself surprised by the World Trade Center Memorial pools. It might sound strange to be “surprised” to be at the foot of the tallest building in North America, but I was walking through cute neighborhoods filled with a tree canopy and then all of the sudden: bam! I hit 10k steps as I was walking to the 2nd memorial pool, and then I went inside to take a little break while checking out the One World Observatory and the See Forever Theater.


After spending about an hour at the One World Observatory taking in all of the sights from 102 stories in the sky, I headed south to Battery Park to get a glimpse of the Statue of Liberty and Ellis Island. I also grabbed a $1 hotdog as I kept walking towards the Charging Bull statue. I didn’t really get close to the bull, since there was a line about 50 people deep to get your picture with the bull, unless you were a total tourist and stood at the back-end of the bull to get a picture! (Seriously, people did this!!)


Heading North on Broadway, I walked through the Wall Street area and continued north through SoHo and NoHo before reaching Union Square Park. I veered right and kept walking north on Park Avenue, ending at Grand Central Terminal. I’d been there before in 2002, but I still wanted to walk inside and marvel at the sea of humanity, all heading in different directions at different speeds, and never seeming to bump into each other. From there, I turned east and walked to the top of the Isaiah Wall in Tudor City where I took a photo of the United Nations building before heading back to the hotel to grab my bag and head towards hotel #2.

On the way to the Park Hyatt on 57th Street, I walked past Trump Tower and proceeded to extend my middle finger in protest. A few blocks later, a couple hundred steps away from my hotel, I almost bumped right into Wayne Brady, but instead of saying anything to him, I just chuckled and muttered “Wayne.”

The Park Hyatt is so fancy; you walk in and they escort you to an elevator to the lobby on the 3rd floor. I had already walked almost 29,000 steps at this point, and I was sweating from walking so much and carrying my backpack for the past 3,500 steps of that journey. I just wanted to get to my room, take a shower and rest… but I also knew I needed to take pictures to show off how fabulous these accommodations were (again, for free!). The shower was incredible, with a wand AND a rain shower in the ceiling.

I relaxed for a while in pajamas before putting on fresh clothes to go check out the Ed Sullivan Theater (Stephen Colbert), the Hello Deli (made famous by David Letterman when he was in the Ed Sullivan Theater), and I grabbed an Italian sausage sandwich from a street vendor. After finishing the sandwich, I walked south to Times Square, where I was just trying to grab a few photos before hustling out of the mob of people. I truly hate crowds, and for good reason: a street vendor/hustler came up to me, and when I said “not interested” and kept walking, he pulled the race card and said “at least shake a Black Man’s hand when you speak to him,” so I stopped and shook his hand. He was peddling crappy cd copies of his “album” and “music video” and encouraged me to follow him on YouTube. He signed the CD sleeve and so did his buddy that showed up once I stopped. I didn’t want either CD, but I didn’t want to cause a situation, either, and they both knew it… suddenly I was hit up for a “suggested donation” of $20, and I said I didn’t have any cash, so he pulled out his Square credit card reader and pointed out a police officer standing behind me saying he was legit. I didn’t want to hand over my credit card, and I didn’t want to give him anything besides his CDs back, but I took the fastest escape valve I could think of, and handed him a $20 bill and tried to walk away, but then he said “Anything for him? He’s separate” but I only had $20 left in cash and I didn’t want to give all of it away. The second guy gave me a $5 back and I scurried away, upset and nearly broke. As soon as I found a trashcan, I threw away those damn CDs and vowed that any time this happens again, I will hand back the CDs and leave, even if I must be rude about it. This situation really ruined what was otherwise a WONDERFUL day of exploring NYC.

I walked quickly back to my hotel and changed back into pajamas, content to call it a day at 5PM and just go to bed… but after a cooling off period, I decided I really wanted something to eat and to explore a tiny bit more. I saw on Google Maps that there was a Chipotle just 3 blocks away, and I had a gift card I could use to pay for it (since I no longer had enough cash). I was surprised to find that Chipotle prices in NYC aren’t that much different than Chipotle in Fort Myers, so I even had $1.18 left on the card, which I handed over to the young man in line behind me, because I’d rather give it away than try to track gift cards with $1.18 left on them. After Chipotle, I wanted a drink from Starbucks to help keep me warm on the walk back to the hotel, but after I placed my mobile order and walked next door, the lady said they were out of apple cider to make my Caramel Apple Spice. Boo! So I got a hot chocolate and went back to my room for the night.

The bed had an integrated reading light built into the headboard, which was helpful as I read a few chapters from Jen Sincero’s You Are a Badass at Making Money, before falling asleep at 9:11pm “in the City that doesn’t sleep” that the ol’ crooner Frank Sinatra used to sing about. I got over 9 hours of sleep, which wasn’t too surprising considering the 36,538 steps I walked over the course of 20.11 miles on Sunday.

Monday was a much lighter day of sight-seeing, as my legs and feet were killing me. I stayed in my room and read some more of the book before getting cleaned up and checking out of my hotel around 9:20. I left my bag with the Bell Staff again and set out for the Starbucks across the street to grab that Caramel Apple Spice that I’d wanted the night before. Starbucks in hand, I walked a couple blocks north and entered Central Park. I marveled at the City skyline from inside the park, both on the trails and atop some of the bedrock. I wandered around and saw the Wollman ice skating rink.

Then I walked along 5th Avenue on the east side of Central Park, up to 72nd Street, where I crossed through Central Park, past the Bethesda Fountain and into the Strawberry Fields (John Lennon), before escaping the park and walking south to Columbus Circle, and back to the Park Hyatt to retrieve my bag. The concierge staff seemed WAY too excited to help me with transportation, but I already had my own plans. With bag in tow, I walked 15 blocks south to Bryant Park to grab the Newark Airport Express shuttle bus, which priced out at $18 one-way, versus about $68 with Uber. To be honest, it was more comfortable on the charter bus too, so I saved $50 and had a more enjoyable trip.

Newark Airport was a breeze, getting from the curb to my gate in only 8 minutes, thanks to my TSA Pre-Check that was reimbursed by my Chase Sapphire Reserve card ($85 fee). Unfortunately my flight was delayed, so I had plenty of time to knock out this 2,700+ word blog post 😊

Highlights of the trip:

Hanging with Zero/Felicity/Luxe. No question, my FIRE friends on Twitter are my favorite people on the planet.

One World Observatory. Definitely worth the $38 bucks plus taxes/fees (41.37 in total).

Walking all over the City and never getting bored. I’m at over 65,000 steps in my ~50 hours here in the City, with over 17,000 on Saturday afternoon/evening, the aforementioned 36,500 on Sunday, and over 11,600 as I sit here writing. Most days I struggle to get to 10,000 steps, and here I am averaging over 20,000 steps per day, even with all of the time spent on planes and in airports waiting for planes.

Wayne Brady

Japanese candy

It was the best 3-day weekend I’ve ever had!


WTF is a Middleton

By Josh October 23, 2018

Yesterday, an awesome new curation site went live called The Money Middletons. You may be asking yourself, “WTF is a Middleton” and you would be right!


Stephonee from PoorerThanYou created this site, along with Emilie from WiseMindMoney, to help answer the questions like “what is Middle Class” and “how do I succeed as a middle-income earner?”

Depending on your household size and the area in which you live, you might identify as Middle Class or the highlighted term “Middleton.” Generally speaking, I think it means folks within 80% to 200% of the area median income, although a younger Josh would have said 80%-140% because those were the terms required by the grant application that I was successful in achieving in 2014 for my underwater mortgage.

Frankly, I identify as a Middleton as a single, mid-30s male working a professional job in local government. I grew up the oldest of two kids in a solidly Middle-Class family (dad worked 6 days a week in a factory, and mom worked in the office of a construction company). Middle Class is all I’ve ever known, even if I aspire to one day rise into the Upper Middle Class or opt out of the class system entirely by becoming an Early Retiree.

I was the first in my family to go to college, and I graduated in 2005. I was fortunate to “only” have $15,000 in student loans due to a combination of local scholarships I was awarded from my rural hometown community, working summers through college and an on-campus part-time job all 4 years, and I lived on campus for 4 years (which allowed me to lock in year 2 and year 4 room & board rates at year 1 and year 3 prices, respectively).

After college, I struck out on my own, leaving the comforts of the only area I had ever lived, East Central Indiana, for the warm, sunny climate (and better job prospects!) of Southwest Florida. When I was a kid, my family would vacation here almost every year since I was in 5th grade, and I did an internship between my Junior and Senior years of college down here, as well. I knew this was a great place for me to get started in my career (city planning) and make something of myself that wasn’t possible in my little hometown of 5,000 people.

I bought a house at the ripe old age of 23, and you can read about that whole ordeal here.

While the house may have been a huge mistake for me the past decade, it is also what has allowed me to make huge strides in my net worth and financial security. Think about it – I effectively locked in 2006 living expenses for 30 years. The number one reason my savings rate is north of 50% as a single person is because my living expenses are literally half of what my next-door neighbor is paying in rent (these are identical townhouses). The delta between my mortgage payments and their rent payments is almost enough to max out a 401k every year, and they are paying Post-Tax dollars for rent, while I am contributing Pre-Tax dollars to my 457, so that allows me to get even further ahead of where I’d be as a renter in this market.

I still don’t make a ton of money, and that is expected when you work in local government. I made $15.68/hour when I bought this townhouse in 2006. I got up to $20 an hour in the last month of 2011 when I started with a local Town government. By 2014 I started working in State government and made $22/hour for the first couple years, and $27/hour by the time I left in May 2018. With all of my knowledge and experience, I was able to negotiate my highest salary to date ($31/hour) when I started 5 months ago. While it feels great to be earning nearly twice as much as I did 12.5 years ago, I know I cannot allow lifestyle inflation to eat up a large chunk of the increase, or I will never get ahead.


When I got the raise from $22 to $27 last year, that was the point where I made myself max out my 457 plan for the first time, in addition to my Traditional IRA contributions. 90% of my raise went straight into Future Josh’s wallet in the form of this deferred compensation plan. When I started this new job a few months ago, the Payroll office made me sign and initial multiple times that I was “absolutely sure” I wanted that much taken out of my bi-weekly paychecks, but I needed it to be high so that I could hit the maximum of $18,500 for 2018. Apparently, I’m a money unicorn when it comes to that step with my employer?

I still have money struggles, most recently when I needed 4 new tires (hello new commute) and my water heater went kaput the same weekend. Due to being a natural saver, I had money squirreled away in different places, and I didn’t have to take on any debt to pay for those abrupt expenses (although you can bet your sweet bippy that I put them on credit cards to earn travel miles/points!) 😊

Deanna from Ms. Fiology has a thought-provoking post about whether single people should plan for their future Financial Independence as a single person or if we should include a future spouse and potential children. While I do love kids, and would someday loved to be married, I’m currently putting those thoughts in the realm of improbable, but not impossible. I definitely consider myself a single Middleton for the foreseeable future. And I think that’s a great place to be!

I love the personal finance and FIRE community! I know I would not be where I am financially today without the excellent content and some of the advanced techniques and strategies that are covered by prominent bloggers and podcasters in this community. But I also see that there is a gap in financial content for those who are just starting out, or who may even be afraid to start out, based on current stock market prices, turbulent politics, and debts incurred trying to make ends meet. It is my sincere hope that The Money Middletons is able to curate the best in financial content that can help to fill a void in financial and debt payoff coverage to help a new set of Middletons achieve a little more financial peace in their lives. That’s what this community has done for me, and I hope I can be some small part in showing the way for the next batch, even if it’s just to point out some of the really stupid things I have done, so they can avoid those mistakes themselves.


Takeaways from FinCon18

By Josh October 1, 2018

Along with half of the Twittersphere, I just returned home from Orlando where I attended FinCon 2018. FinCon is an annual conference for money nerds of all kinds, from bloggers and podcasters, to financial advisors, companies and media. And then there’s people like me, that do not fit neatly into one of those categories, but couldn’t pass up the opportunity to meet with other personal finance enthusiasts for 4 days (and nights) of presentations and panels on our favorite financial topics.

I purchased my ticket last year on the day that FinCon 2017 (in Dallas) ended. And this year I followed suit and bought my FinCon 2019 for Washington, DC next September 4-7. But what did I get out of the conference that made it a Must-Attend for 11 months from now?

#1 – A vote of confidence in who I am

As I mentioned before, I don’t feel like I am a blogger, and I’m definitely not a podcaster, financial advisor, vendor, etc. But I am an enthusiast, having read personal finance and FIRE content online for the past 6-7 years. I routinely comment, like and share other people’s articles. I participate in conversations on Twitter. I subscribe to email lists from several of my favorite bloggers and take a few minutes to write a reply when they provide something that speaks to me.

So even though I may not be a “content creator” in the way that so many of the FinCon attendees are, I got positive affirmation from literally DOZENS of people that I was meeting for the first time in real life. I would walk up to someone I “know from the internet”, introduce myself, and would get a reaction bordering on a ‘tween meeting Taylor Swift. Ok, maybe not quite that excited, but it sure was a boost to this “nobody’s” confidence to know that people knew who I am, liked me, and appreciated my efforts in the community, even if I’m not on a consistent posting schedule and don’t have a large blog audience.

Feeling the FinCon love on Twitter

#2 – Killed my imposter syndrome

After getting that confidence boost I talked about above, I didn’t have to self-identify as a kinda-sorta-wishy-washy blogger anymore. I was Josh, personal finance enthusiast, who happens to write sometimes on his site to share stories about my personal investing failures, among other topics. Everyone seems to share all of the wonderful things that are going on in their lives, and the investments that allow them to reach financial independence and/or retire early.

But it wasn’t just that confidence boost that ended my imposter syndrome. I had conversations with all different levels of personal finance and FIRE personalities. Some are wildly famous in this community, and still feel Imposter Syndrome. Instead of thinking “this person has been writing for 20+ years and still feels like an imposter sometimes” and holding onto my insecurities, I flipped that coin and shed the feeling altogether. Because I’m not a guy trying to break into the personal finance scene as a famous blogger/writer/book author, I can embrace the role I hold in this community as a favored cheerleader of my friends. I can speak My Truth without worrying how others will see me, because the people who matter already told me they love what I put out into this community.

#3 – Encouraged me to get back home and get to work

So I just admitted that I’m not trying to be a big blogger or content producer, but I am finally resolved to put my voice into this space and hopefully continue to cover content that hasn’t been said 1000 times.

And speaking of putting my voice into the space, I recorded my first podcast interview on Friday, while in the pool, so that was definitely something outside of my comfort zone. Pete, from DoYouEvenBlog, was interviewing several of us first-time attendees and bloggers a chance to do our first podcast interviews. Pushed by Penny, which is a recurring theme around here, I gave an awkward interview answering 3 questions that Pete posed to us. The awkwardness came from my inability to put into words what was my #1 takeaway from my first FinCon. After a few seconds that felt like at least a minute, I babbled on and gave an answer so that I could move on to the third and final question. But at least now I’ve got that first interview under my belt (I didn’t literally wear a belt in the pool, BTW), and the next one won’t be so bad.


#4 – I made the best damn friends a guy could ever have (this part is really long)

Since I’m a spreadsheet geek, I spent some time ahead of the conference to type into Google Sheets the names and Twitter handles of around 50 people I really hoped to meet. I knew it was far-fetched that all of them would be in Orlando, but I set out to try and turn those names into IRL friends and contacts.

Within my first few steps into the Rosen Shingle Creek hotel, I saw famous personal finance people such as Carl and Mindy from 1500 Days, PT who founded FinCon, and Brad Barrett from ChooseFI/Richmond Savers/TravelMiles101. I checked into the hotel, had a quick chat with Brad about “It’s weird to hear your voice right now because I was just listening to your episode with TheRideshareGuy on the way up here” and then shared an elevator with PT.

The next morning, I saw Brad and Jonathan walking around the hotel, and joined them to find coffee. I had already been to the hotel 3 years ago for a conference in my line of work, so I became their unofficial tour guide for the next hour and a half. Since they are celebrities in our online community, they tend to draw a crowd; which on Wednesday morning included JD Roth from Get Rich Slowly and John from ESI Money and Rockstar Finance. Down the hallway, USAA was hosting their DigitalMillEx session, and during a break in the session, out walked Doug “Nords” Nordman from The-Military-Guide, Gwen from Fiery Millennials and Fire Drill Podcast, and Tanja Hester from Our Next Life/The Fairer Cents Podcast/author of Work Optional/Founder of Cents Positive. Gwen came flying out of nowhere and nearly tackled JD with a huge hug, and Tanja followed suit. I was standing next to JD at the time, so I said Tanja’s name and waved, which caused her to come running at me with another huge hug. That’s also when I met Felicity from Fetching Financial Freedom, Matt Lane from Optimize Your Life and Karsten (Big ERN) from Early Retirement Now. After a little while, I decided I should head back to my hotel room to get cleaned up and ready to check into the conference at noon, but while I was walking through the massive convention space, I saw a tall brunette that I knew immediately must be Jillian Johnsrud from Montana Money Adventures. I think she figured out who I was even faster than I recognized her, because she increased her pace faster than I could, and she gave me yet another huge hug (I’m her self-proclaimed favorite person on Twitter).

Back in the hotel portion of the property, I saw Deanna from Ms. Fiology talking to Jim from Route to Retire, so I introduced myself and chatted for a bit. Then Robin from Side Jams came and met up with Deanna, so we grabbed some waters from the coffee shop and sat down to chat for about a half hour. I ran into Mr. Jamie Griffin in the hallway, and he looks 100% like his avatar.

Continuing with Wednesday activities, I checked in and wandered aimlessly, hoping to find more people I knew from Twitter. I had changed into my “Reaching Dollar” tshirt that I had printed specifically for the conference, which was a reuse of the logo that Military Dollar created in support of their respective entries in last January’s Rockstar Rumble. Military Dollar shared the original logo with me, so that I could surprise Erin from Reaching for FI with a tshirt with their logo. When Erin saw my shirt, her reaction was priceless. I hadn’t even met her yet, but I was already wearing her logo. I let her know I had two more printed for her and Military Dollar to wear later on at the conference.

DoMSGF0W0AATApf.jpg large

Drew from GuyonFire was in that conversation, too. I also met Emilie from Wise Mind Money and Stephanie from Poorer Than You, who will be launching Money Middletons together in about 3 weeks.

After a little while, I ran into Liz from Chief Mom Officer and we decided to check out some of the on-site dining options for lunch. After lunch, I met the fantastic ladies behind Women Who Money and Women’s Money Talk, Vicki Cook from Make Smarter Decisions and Amy from LifeZemplified. Later on, I met Laura from Everyday By The Lake, also a part of WWM.

I flipped through Instagram and saw that Champagne & Capital Gains (“Annie Ray”) was in the area between the hotel and the convention area, so I messaged her that I would like to meet, and she said she thought she saw me walk past her a little earlier. After chatting for a little bit, I headed back to the conference area to attend the first-timers session, and I ran into Krystel from All She Saves and Jenny & Jimmy from Living Life Loving Us before the opening Keynote. I saw Allea Grumert from Ask Allea and Duett walking towards the Keynote, but I wasn’t sure if I was going to attend. I stood in the back of the room for a little while, when I got a Twitter DM from one-half of the dynamic duo known as Bitches Get Riches. Kitty had arrived earlier in the day, while Piggy was stranded in NYC with a delayed flight. I sat with Kitty for a while and we teased Piggy that we had already met, and sent a selfie together to make her super jealous 😊

After the Keynote, a group of us headed off-site for a belated birthday party for Stephanie at Uncle Julio’s. If you haven’t heard of Uncle Julio’s, you need to stop reading this right now and do a Google search for their Chocolate Piñata. I sat at one end of the table with Andrew from Shift Upwards, and nearby Military Dollar and Erin, plus Kitty and Piggy arrived about halfway through the 3.5 hours it took for our meal. I got to meet Lisa from The Give and Get, and she commented on my shirt, which is the same one from my Twitter profile picture (I wore it on purpose). I also met the wonderful Miriam Joy, Ruby, and Jenny from Good Life Better. I felt so bad that I didn’t get to meet everyone at the other end of our 25-person table.

On Thursday, I volunteered again for 4 hours at the registration desk/standing around giving directions. As I was standing in the hallway, I got messages from Penny at ShePicksUpPennies, but since she is an anonymous blogger, I had the most difficult time finding her. I actually had seen her around the halls a little bit, but I was never able to see her nametag, so I didn’t really consider that it might be my Twitter bestie. Once she figured out who I was, she came up to me and I stumbled back a few steps, unwilling to believe I had finally met the wonderful Penny! I continued giving directions to people, and I actually met up with 3 more people in my area of Southwest Florida, including The Money Twins and Colleen Kelly. I met Vicki Cook’s other half, Jeff, and chatted with him quite a bit.

After my volunteer shift, I learned that some folks were out by the pool, so I joined Penny, the Women Who Money, and Chris from Apathy Ends for a couple drinks. I also met Abigail from ipickuppennies while enjoying my drinks.

On Friday, I really got to meet people in the pool, including Chelsea from Mama Fish Saves, and her husband Papa Fish Saves (Jeremiah) was there too. Pete from Do You Even Blog was busy even while relaxing in the pool, recording us first-time podcast guests.

And with apologies to everyone else involved, I am sure I am leaving out a whole bunch of people that I met in the past week. I spent quite a few separate times with Tori Dunlap from Tomorrow Ideas and Victori Media. I finally met Carmen from Make Real Cents, who had the huge accomplishment of paying off her debt on Friday of FinCon!! We’re pictured here the following day:


I met the duo behind Financial Panther (Kevin and Thomas), Chelsea and Lauren from The Financial Diet, and Denis and Katie from Chain of Wealth. I met Cody Berman from Fly To FI and FireBelowZero Podcast. I met Adam from Minafi, Laurie from The Three Year Experiment, Olivia from Birds of a FIRE, and Lily from The Frugal Gene.

I had a beer with Jordan from DiverseFI and I had a beer with Pete from Mr. Money Mustache before the Plutus Awards (which my friends freaking killed! S/O to Penny, Liz, Des, Tanja, Brad & Jonathan, Amy, and more!). Had a nice chat with Craig from Retire Before Dad right then, too. I met Jim Wang from Wallet Hacks and Brandon from the Mad Fientist, both of whom remembered me from past email conversations we’d had because I’m signed up for their email lists. I met Erik from The Mastermind Within and Simple Minded Millennial podcast, and J from Millennial Boss and Fire Drill Podcast. Justin from Saving Sherpa and I chatted about his 1.8 million Hilton Honors points.

I finally got to meet Taylor formerly of The Freedom From Money, and she was as sweet as I always suspected. I met Nick True and Andrew from Family Money Plan. And I finally met Bianca from Miss Mazuma, and her guy Stephen from CampFI. I met Stefanie O’Connell, J-Money, Coach Carson, Paula Pant, Paulette Perhach, Leif from Physician on Fire, Modern Suzy, Keith from The Wealthy Accountant, Gerry from Millionaire Educator and so many more. And now I can’t wait to go back to FinCon in DC so I can meet even more and catch up with my new old friends!!



David Bach’s Latte Factor

By Josh  August 21, 2018

I’ve been quiet around here for a few weeks, because I wasn’t really sure how to put some of my ideas to words. Instead, I just read 3 books in the past 7 days, including The Automatic Millionaire by David Bach, The Richest Man in Babylon by George S. Clason, and a work of fiction by a writer in our PF community, Enemies of Peace by MK Williams.

Each of these books got me thinking about various personal finance topics, but the one that stood out to me first was David Bach’s book, and the concept of “The Latte Factor” (TLF). A lot of people have written a lot about TLF and have come down strongly on one side or the other of the argument. TLF isn’t really about some expensive daily cup of coffee at all… it can be anything in your daily life that costs real dollars and that are a recurring expense.

I’m just a simple guy, and I don’t even drink coffee, so I always had trouble believing in TLF. I would wonder, “How could people spend their money so foolishly that they end up broke before the next paycheck?” Surely I don’t have any TLF in my own life…

For many years, I’ve used the “Anti-Budget” that Paula Pant talks about on her blog Afford Anything. Basically, the gist is to save your intended savings rate off the top (Pay Yourself First) so that you are not tempted to spend it on anything, neither on needs nor wants. By doing this, you are meeting your savings goals and not having to worry so much whether you spend extra on dining out, or on entertainment, as long as you instinctively cut back in other areas.

That’s all well and good, and my Anti-Budget has allowed me to save ~50% of my salary for the past few years, sometimes more, sometimes a little less. But I never really stopped to contemplate the things that I was spending the other HALF of my income on, on an annual basis. So even though I have never, and will never, spend $5/day on a latte or other coffee-based beverage, I have my own little spending demons that add up to significant sums of money.

I don’t spend $5 a day on lattes, but in the past 12 months I have spent $936.80 on pizza. That’s $3.50 per day, on average.

I don’t buy overpriced coffee beverages, but I’ve spent $2,078 in the past 12 months on a stupid bundle of TV, Internet and landline phone(?!!!!) from Comcast/Xfinity. That’s $5.70 a day right there, more than TLF!

I would never be so stupid to pay that much for a morning pick-me-up, but I’ve spent $917 in the past 12 months on annual fees for 6 separate credit cards! While I do still experience more value from each of these cards than the annual fee they charge, perhaps I should look into cutting a few to save myself a few hundred dollars per year in WASTED money. That $917 is $2.50 per day, every day, over the course of a year.

So just with these three examples, I’ve spent $11 per day, 365 times, and what did I get? Crappy TV and internet service (which I don’t even use 90% of my life: sleep, work, travel, etc), a bigger waistline from too much pizza intake, and wallet stuffed with credit cards.

But that’s only $11… that doesn’t really set me back too much, does it? That’s a hair over $4,000 per year! Let’s assume I stop this wasteful spending and put it into my trusty Vanguard VTSAX index fund. Compounding at 7% per year, I’ll have $24.6k in 5 years, $59k in 10 years, $175k in 20 years, and a staggering $404k in 30 years, when I hit age 65. Those little habits that only total $11 a day will have really added up to a big amount of money by the time I hit a standard retirement age. Should I keep eating take-out pizza, being overcharged for cable by Comcast, and paying for the benefit of carrying credit cards? Sure, maybe in small doses, but not at the expense of $11 per day, every day, for the rest of my life!


I actually started this post to write about a $5 bill on the ground. It’s right on the sidewalk between your car and the front door to your job. It’s there every day, and it’s yours to pick up and keep, if you want it! Every Monday, Tuesday, Wednesday, Thursday, and Friday, plus for some reason, it is there on Saturday and Sunday too, whether you go in to work or not. Given this example, I think most of us would stop, stoop down and scoop up the $5 bill every day without giving it much of a second thought. Who keeps leaving this perfectly good money on the ground? What a waste! But we don’t think about our own wasteful spending habits, the ones that drain $5 or more from our wallets/purses/accounts every. damn. day. That $5 bill is yours to keep, as long as you don’t spend it mindlessly at Starbucks or wherever your particular TLF is spent.


So if you want to drink your daily latte, drink the damn latte. Hell, I know the annual Pumpkin Spice Latte comes out this weekend, and as a shareholder of both Starbucks and Keurig/Dr. Pepper, I welcome the seasonal uptick in hot beverage purchases. Just know that those little indulgences add up… just like the main characters in MK Williams’ book Enemies of Peace (which is seriously so good, you guys should read it… it has a wonderful story-line about the path to FIRE vs. consumerism).


My horrible house journey, 2006-present

By Josh August 9, 2018 (Warning, post is over 3,600 words)

Sometimes, I feel like a broken record. Pause that, rewind a bit…

As a total FIRE enthusiast and fledgling member of the PF blogging world, I am a member of several private Facebook groups and regularly chime in on posts where overly-excited real estate investors/hopefuls talk about the can’t-lose opportunities available only through real estate investment. They spew crap like “only 3% down and then someone else pays off your mortgage for the next 15 or 30 years” OR the infamous “the house will appreciate, so I can sell it in a few years and pocket the difference.” Inevitably, I have to post a quick paragraph about my own “can’t lose” opportunity that blew up in my face shortly after buying in 2006, and which I am still working on recovering from to this day…

Here’s that story:
I graduated from college in the Midwest, and quickly moved to Southwest Florida to start my career in Urban Planning. I just “knew” that working in local government and knowing about all of the development approvals that were in the pipeline would help me select the perfect house, in the perfect up-and-coming neighborhood, with plenty of upside potential that just about every Joe Schmoe on the street would have no idea was just around the corner. Like most people starting out, I got my first apartment and took in a roommate that I knew from the prior summer when we were both summer interns for the same office that I would work for again in my first big-boy job. As most of you know, “knowing” someone and living with them are two totally different things. I’d had some bad roommates in college, but this guy was the worst of the worst. Because this is a money blog, I’ll just share that he never once paid his share of our common bills on time, and by the time I left, he still owed me a sum of more than $700 (it had been nearly $2,000 at the high point). So I was in a hurry to get out of that living arrangement and buy something of my own.

Luckily for me, the father-in-law of one of my co-workers was a real estate agent. He was a nice guy, but I felt like he was pretty lazy in trying to help me find something in my budget. We looked at a few condos in old-people golfing communities, but I didn’t want to live on top of someone or have someone else live on top of me, so those were nixed pretty quickly. There was one townhouse complex that was promising, except that it listed 2 bathrooms, which was *technically* true, if you didn’t mind the two bathrooms being joined by a common bathtub! (I swear I’m not making that up!!)

My mom spent most of her free time perusing the internet, and would send me promising listings to check out from the County’s planning and zoning perspective. Finally, she found a newly-renovated 2 bedroom, 2.5 bathroom townhouse in a golf course development. The course had recently been shut down to be the centerpiece of a major redevelopment project: Par-72 championship golf course, three 30-story condo towers, enhanced marina, bowling alley, restaurants, retail, office, etc. The townhouse backed up to the woods, which were slated to remain as a preserved open space piece for the overall development. This was the end-unit of the 10-unit townhouse, so it would feel like a duplex, since I would only share 1 wall with my neighbor. After researching the neighborhood redevelopment plans, I saw dollar signs. This was an opportunity to get in on the ground floor of a HUGE up-and-coming part of the area, only a 10-minute drive to Downtown Fort Myers, and situated in the unincorporated part of the County, which meant lower property taxes than nearby cities, and lower water & sewer bills, too. I jumped at the opportunity!

Front door of Josh's house
My first house, as pictured in 2015

All was well for a while after I moved in back in April 2006. The housing market was softening, but I bought my place for $10,000 below the appraised value, so I felt like I had $10k in equity from Day 1. Unfortunately, I didn’t realize I would have less and less equity every day for the next 4 years. The overall economy in Southwest Florida is based upon two things: Tourism & Construction. Being highly-leveraged against any two industries is a precarious situation, but those two in particular are VERY cyclical and the inevitable bust came and absolutely crushed this area. By January 2008, my office had already seen such a slowdown that it became necessary to start laying off approximately 30 people at a time, from a high of 400-ish employees, so that’s 7.5% at the beginning. As the local economy took a beating, layoffs were happening all over, and people were starting to really hurt. The excesses of The Boom (HELOCs to buy fancy cars, boats, jewelry, vacations) were coming back with a vengeance, and people started losing their homes to foreclosure. Lee County Florida was #1 or #2 in the Nation for foreclosures for several years, going back and forth with Las Vegas Nevada.

Due to the pain in the economy, some people started getting desperate. Residential burglaries were on the rise, and I became a victim of a group of burglars on a Tuesday morning in August (in broad daylight). They stole my 50″ DLP TV (this was 2008, mind you), my Playstation 2 and all of the games, DVD player, sodas and alcohol, basically anything of value in my house. They put the chain-type lock on the front door and escaped out the back, leaving the back slider wide open and the A/C blasting all day, just wasting electricity on top of having robbed me blind.

I came home from work, but not until after stopping at the grocery store because it was on my way home. I pulled up and noticed something didn’t seem right, because the vertical blinds were flipped the opposite way from normal, indicating someone was trying to look out, and then I tried the front door and found the chain would not allow me entry into my own house. I dropped all of my groceries on the ground and ran to the back door, when an empty feeling in my gut… I knew something very bad had gone on inside.

I called the Sheriff’s office, and more than an hour later a dopey, young deputy arrived. He took my statement and a couple pictures, spread the fingerprinting dust all over the place and stuck clear packaging tape on anyplace he thought he saw fingerprints. Talk about a waste of time and causing another big mess!

Nothing was ever retrieved, the authorities had no leads, and I was only partly made-whole by the insurance company. Unfortunately, I had only recently increased my homeowners insurance deductible from $1,000 to $2,500 on my home that was now assessed for $47,210, so I got a check for around $8k, when I had lost over $10k in valuables (to a 25 year-old guy).

For YEARS after that break-in, which happened 10 years ago this week (8/5/2008), I would walk through my front door every day and think “what did they take this time?” even though no burglars have ever come back. I had a fright this afternoon when I walked home and saw the kitchen lights turned on, but apparently I forgot to turn them off in the morning, which I NEVER do… crisis averted.

But burglaries happen, and I’m not unique in that circumstance. The next thing to happen was my job was no longer safe, and by July 1, 2009, I was let-go from my first job. But since my degree and all of my relevant experience was in City Planning, and there were no jobs available in my field, I had to pack up and head back to the Midwest, where I at least had some hope of finding a job. I knew that I could either stay with my parents or rent a room from my sister, who had bought a house with her then-fiance just a couple months after I lost my job. But for 7 months, I searched and searched, and did not find any employer willing to hire me because they didn’t think my Florida experience was going to be very helpful for planning in Indiana or Ohio.

Then, by stroke of luck, I ran into a man I used to know through the local skating rink. He and his wife actually owned the skating rink, and I was pretty much a “rink rat” growing up, since it was a whopping 1/4 mile from my parents house, I would go there all the time. Well he was no longer the skating rink owner, but he owned a business in the neighboring town that worked on Grants administration for small communities and small companies all around the state of Indiana. He was looking for someone with a good head on their shoulders, an eye for attention to detail, and willing to help relieve some of the less-technical workload off of his plate so he could maintain quality work for his customers. The job would only pay $11/hour, but that was more than unemployment was paying me, and I had a 4-digit per month mortgage to pay on a house in Florida that I wasn’t even able to live in anymore.

Luckily, living with mom and dad wasn’t so bad, and we knew this would all be temporary. Of course temporary just means “not permanent” and neither was this job. As time went on, the Grants administration world grew very competitive, fighting over every last dollar of Stimulus money and FEMA disaster recovery money that was announced. Applications were flying in from all corners of the state, and fewer and fewer of our applications actually got funded. We worked on a commission basis, so if the projects didn’t get funded, we didn’t get paid! That doesn’t work well for very long, so my stint was up after 18 months and I found myself back in unemployment.

After a few months of searching, with no luck, I encouraged my parents to take a vacation down to Florida to check on my house, pack up a few things that I thought maybe I needed if I was going to stay in Indiana for quite a while, and just have a relaxing week in Florida as the weather started to get cooler in the Fall. I sent an email to one of my old co-workers to see if they still had their old standing lunch plans at a favorite sandwich shop on Thursdays at noon. It turns out, they did, and he was happy to hear I was in town and wanted to catch up with some of the guys. After lunch, he invited me back into the old office to say hello to everyone that remained, and I took him up on that offer, even though I was still quite upset with some people for the way it all had ended. (They accused me of day-trading and “excessive use of internet” so they could fire me instead of a lay-off).

The tour of the office was complete with the awkwardness that you could imagine after nearly 2.5 years away from the place that fired me without cause. But it was nice to see some familiar faces, and I even had one big surprise. The big boss lady (Director of the whole Department) came running out of her office with a printout of a job description and she exclaimed “Josh! Josh! You have to apply for this job!” It definitely caught me by surprise, because I never thought she liked me. Turns out, the job was pretty much the same one I had previously held at the County, but for a local small Town that we used to serve when I was working at the County. I went down to the small local government building the next day and applied on the spot, during my vacation.

I went back to Indiana, with only a glimmer of hope that this job might actually come through for me. I already knew the area, knew the Town’s Land Development Code, and knew a couple of the people I might be working with, but I knew things were still pretty tough for City Planners in the area, and there might be more-qualified people than me applying for the job. I did get a phone interview (which was nice for them to arrange, since I was 1,100 miles away), but I didn’t hear anything for more than 5 weeks after the interview. I reached out to my contact in the department, and she had a talk with the Director. He called and asked if I could come back for a second interview, which was tough to arrange since I was the aforementioned 1,100 miles away. But the call was on a Monday, and I asked him to give me Tuesday to pack, Wednesday and Thursday to drive down, and I would show up Friday afternoon for a face-to-face interview. The interview went OK, but the Director knew he had me backed into a corner, so he low-balled me an offer more than 10% lower than we had previously discussed, and I accepted the job on the spot.

For weeks before this job offer came through, I had contemplated walking away from my house and letting the credit union foreclose on me. I didn’t think there was any chance in the world of me getting another job in my field in Fort Myers, and suddenly I was back and would be working in a beach community that my family used to visit for Spring Break nearly every year since I was in 5th grade. It was only because of my house that I was even coming back to Fort Myers for that vacation to begin with, and it led me to the lunch, with led me to the job posting, which led me to the job offer. Things were starting to turn around!

…Except for the value of my home. This was late 2011, more than 5.5 years after I bought it, and the assessed value was down to $27,841. That’s all well and good when the property tax bill comes, but it’s really terrible when you paid nearly 7 times that much to buy it, and are 6-figures underwater on your mortgage. At this point, the golf course was not in playing shape for more than 6 years, and the promising development had been held up by FAA permits for the aforementioned 30-story condo towers that were directly in the flight path of the local municipal airport ALTERNATE runway. The developers eventually lost the property back to the bank for a $94 million foreclosure, and all of us neighbors were left living on an overgrown critter haven instead of a lush golf course with attendant high-end amenities that we expected.

One day a couple years later, I received a phone call from my uncle, who is a barber in Central Florida. Since he is a barber, he always has the TV turned on and he overheard a news story about a grant program that the Florida Department of Housing was offering to distressed homeowners that had not previously been eligible for the federal relief programs such as HARP and HAMP. The rules were pretty strict, but it sounded like I might be the perfect candidate, which would award me a $50,000 grant to be paid directly towards the principal on my mortgage, to help reduce my monthly mortgage payments and help me get back on my feet faster from the housing debacle. It was called the Florida Hardest Hit Fund – Principal Reduction Program. Sounds good to me, so I raced to complete my paperwork.

The terms of the program are blurry in my head, but were something along the lines of: had to have purchased before 2008, be your primary residence, had to have never had a late or missing mortgage payment, and had to make less than 140% of the area median wage. Finally, I had a reason to be thankful for being a low-paid government employee, and I could use my new Grant application skills for personal gain! As soon as the grant application window opened, I submitted my completed application on the first try, and the attorney in charge of processing the applications commended me on the excellent work I put into preparing the paperwork. There was a monetary limit of around $300M on the amount in grants that would be awarded, but the earliest applicants were going to have first crack at the upper limit of $50,000 each to be considered a $10,000 per year forgivable loan. I was awarded the full $50k, which went straight to my mortgage company. They then “recast” my loan, meaning my monthly mortgage payments went down, by nearly $350 per month! I would be saving a couple hundred a month in interest payments, but also paying less towards the principal for the rest of the loan. If I sold my house in the intervening 5 years, I would owe a pro-rated amount back to the Florida Department of Housing, $10k for each year remaining on the original 5-year window. At the time of this writing, I am 6 months away from having the full $50,000 forgiven, and then I don’t have to worry about any kind of potential claw-back of that money.

In February of 2016, which is supposed to be our DRY season in Southwest Florida, we had some heavy rains that caused a weak spot in my roof to collapse through to the floor of my spare bedroom closet. It caused quite a mess, and I hope to get a couple pictures posted below, but they are disgusting. Luckily, the Property Owners Association takes care of exterior maintenance, but I was responsible for the indoor repairs to the closet ceiling, carpet and shelving.

Since I live in Southwest Florida, every summer I have the great fear of having a hurricane or tropical storm damage my house. Unfortunately, due to its age (constructed in 1981), it does not meet the more stringent Florida Building Code standards that were enacted in the early 1990s after Hurricane Andrew decimated Homestead (Miami) in August 1992. We have really only had 1 close-call in this area since I bought in April 2006, and that was Hurricane Irma in September 2017, which set a record as the longest-lived Category 5 hurricane in Atlantic Basin history, before making landfall in the Florida Keys and taking a swipe South-to-North through the Florida peninsula. Fortunately, the track of the storm was east of my area, which meant that my community was on the “weak” side of the storm. My house was spared of the 15-foot storm surge that was predicted with a more westerly track, and the home itself faced no wind damage from the North-to-South winds on the west side of the storm. The only major loss we faced was our community apartment-style mailbox was knocked down, landing in my parking spot, had I not moved into a job in Emergency Management that required that I be stationed in an Emergency Operations Center for the duration of the storm event (and several days before and after).

The only other major debacle I have faced with this house is a recurring infestation of bees! Over 10,000 bees have been found in my attic on multiple occasions over the past 12 years. We have tried multiple “professionals” to try and fix the problem; everything from beekeepers, to pest control and exterminators, but apparently they never get the Queen, and the worker bees always come back. I went up into the attic one time to find the hive had become a swirling vortex of bees, tucked up into the soffit and measuring at least 8 feet long! This is not going to be an easy problem to fix, and it is still ongoing at this time.

For all of the reasons listed through this rambling story, between all of the things that can go wrong, and even the things that went right because my journey through life prepared me for future steps, I still consider this the worst investment of my life. I paid $175,000 for this 1,260 square foot townhouse (1,180 under air conditioning), and Zillow says it is worth $128,082 today. So I have lived in this house for the better part of 12.5 years (for this purpose I am including the 2.5 years I moved back to Indiana but was still making mortgage payments), was GIVEN $50,000 (which technically brings my purchase price down to $125,000), and I have BARELY BROKEN EVEN in 1.25 decades of home ownership! This stuff is not for the faint of heart, or for uninformed young investors looking to make a quick buck.

Things appear to be looking up again, with a new developer involved with the golf course/marina project from 12 years ago. This time, the plans call for the woods behind my house to be removed and the golf course re-configured to bring the golf course right behind my house. Instead of being across the street from the golf course, my house will be on Hole #1, near the tee box of Hole #2. The project is planned to have a 543-room hotel, 1,200 multi-family units (800 in two 20-story condos), the marina will expand to 200 wet slips and 200 dry slips, 55,000 sq. ft. of office, ~25,000 sq. ft. each of retail and restaurant, a spa facility, and more! I think this will finally bring the property value back to what I had planned before I purchased my home, as developers will be looking to buy some of these older properties and redevelop them for luxury homes on the revamped golf course. They are still in the planning phase, waiting for a zoning hearing to make this redevelopment possible. Then come the permits and literally years of construction, but I can’t wait!

Wish me luck that this time is different!


Tracking every penny coming into my life

By Josh July 28, 2018

Ever since J. Money used to write about his “Challenge Everything” mindset/challenge/fund a few years ago, I have been meaning to do something similar and cut out all sorts of frivolous/wasteful spending in my life. But since I’m the ultimate lazy, single dude, I have definitely not completed that task yet. I did take away from his series that small amounts of money really add up! Sometimes that money comes in the form of unexpected sums from an insurance rebate, found money on the ground, selling a few items that are just sitting around your house, or in many Millennials’ cases, a side hustle.

Confession: Starting on January 1, 2016, I began tracking every penny, nickel, dime, quarter, and dollar that came into my life from every source OUTSIDE of my day-job paycheck. The results have blown my freaking mind!

First, the amount of money that must have passed through my hands, without “knowing it” in past years would have added up to a tidy sum. In 2016, my first year of tracking this, the total amount was over $17,000!! In 2017, that number ballooned to OVER $33,000!! So far in 2018 (7 months, more or less), I’m sitting at over $13,700, and I’ve cut WAAAAAY back on my side hustle.

Secondly, knowing that it has come into my life gives me a reason to put a purpose to where it goes. In the past, any extra money had a habit of disappearing on a new video game, DVD, some other technology, or one year I went back and tallied up nearly $3,600 in golf course greens fees <– same year, I put $0 in either my Roth or Traditional IRA. YIKES! Now I actually realize that I was paid back $3,430.97 in travel reimbursement/per diem for work travel in 2016, so I can apply those funds towards my IRA (I mean, that’s what I DID in 2016, and I maxed it out!)

Third, I don’t take any of this money for granted. When money is easy-come, easy-go (You’re welcome for planting Bohemian Rhapsody into your head), it’s very easy to think that another unexpected windfall is just around the corner to bail you out of a stupid spending decision. Now I have the empirical evidence to show me that this money has come into my life, and I better have something to show for it, or at least a very cool memory and story to tell!

I think at this point, I should just post a chart to show all of the money that has come into my life (again, outside of my day job paycheck) over the past 31 months:


The amounts that stick out the most both came in 2017. First, I spent a lot of time concentrating on my Uber side hustle in 2017, because in August 2017 I bought my new-to-me Toyota Camry Hybrid, and I wanted to pay that sucker off as quickly as possible. In all, it took me 86 days to kill the car loan. The second (and larger) big spike was from selling nearly $10,000 of physical silver bullion that I had purchased over the years of 2012-2016, all the while the spot price of silver was falling, from around $35 down to under $14 per ounce.

Interesting or odd payments that fell into the Miscellaneous category:

$31.74 – My one and only paid blog article in 2016 (after PayPal fees)

$41 – total of 3 secret shopper tasks I completed.

$25 as a gift from a total stranger that I helped to save Christmas for her husband. Backstory, she lived in Colorado, but was purchasing a puppy for her husband as a Christmas gift. Unfortunately, the puppy was born in Indiana, so she was paying the breeder for the purchase and transport (airline) cost of getting the puppy to her in Colorado – or so she thought. Apparently, there’s more than just 1 Josh Overmyer, and his email address has some numbers mixed in with his name. Well my email doesn’t have those numbers, so when she sent me over $1,300 for a puppy that I had no idea I had 😉 I politely declined the PayPal payment, and sought to help her figure out what was going on, how to get the money refunded to her checking account, and overall just being a totally good guy, like I was raised to be in the Hoosier Hospitality state of Indiana. She was so thankful that I wasn’t an opportunist and ran off with her money, she sent me an unsolicited $25 as a thanks. This may be the best $25 I ever received… you don’t really expect people to appreciate you for just doing the right thing.

$41.05 – I received a $20 free play certificate from a local casino, and I put that voucher into the slot machine and punched a button for about 15 minutes, then cashed out my winnings of a whopping 205% hehe

$21.75 for selling old DVDs online.

Nearly $100 in iBotta rebates before I quit using the app.

And my bank bonuses and Tradelines payments round out the more exciting random money amounts of the past couple years. Bank account interest payments, though, have not added much to the bottom line ($147 or an average of less than $5/month).

Lending club withdrawals include both principal repayment and interest that I collected on my 366 loans.

Overall, I think this exercise was a major success, and I plan to continue tracking these sources of extra windfalls in my life, no matter how big or small.



Additional passive income sources

By Josh July 26, 2018

Despite making more money at my (new) day job than I’ve ever made before in my career, I am constantly looking for other ways to add to my banking and investment accounts. This post will cover two that are easy and relatively lucrative!

Bank Account Bonuses

Every once in a while, I receive fliers in the mail that are basically advertisements for banks trying to get me to open up a new checking or savings account with them. Until the past couple years, I would toss those straight into the trash, because I already had a free checking account, had been with my then-bank for 10+ years, and didn’t want to cause any extra work for myself in keeping track of multiple bank accounts across various banking institutions, credit unions, etc.

But as part of my growing travel-hacking knowledge base, I became familiar with Doctor of Credit, which also maintains a list of bank account bonuses that are available at any given time. This list opened up a world of *free* income to me, as long as I could read the fine print and comply with all of the listed requirements.

So what type of requirements does a bank spell out in order to get the bonus? Sometimes you have to set up Direct Deposit and receive a couple deposits from your employer or a certain amount of deposits such as $500. Other bonuses require a minimum number of debit card purchases/swipes, and I’ve been known to make 5 minor transactions in quick succession to meet the minimum requirement (pack of gum, 1 gallon of gas, a bottled beverage, etc). One bonus I am currently working on achieving requires either a direct deposit OR $2,500 minimum balance, 1 debit card purchase, 1 bill-pay of a recurring bill, AND a mobile check deposit. I will receive a $250 bonus for doing each of those 4 things!  The one I received most recently was for setting up a Business Checking Account, for my Uber business, duh! 😉 This offer required a $1,500 minimum daily balance for 60 days, and a combination of 5 debit card transactions and/or ACH deposit/payments. I did 5+ of both, just to be sure! Free $300 in my account just the other day, which is basically a 20% return in 60 days for the $1,500 I parked there for a couple months.

So why do banks offer these bonuses? First, they think most people aren’t going to follow-through with all of the requirements, so they won’t have to honor the bonus. Second, they get you used to using the account for debit purchases, direct deposits and bill-pay, so they think inertia will work against the consumer and they will stay-put. Thirdly, many checking and savings accounts have monthly fees, but there are *almost always* a way to have the monthly fees waived, which usually requires a minimum balance of $1,500 in a checking account or up to $15,000 in a savings account, to remain fee-free. But I think that if I can figure out how to switch my behaviors TO this new account, I can just as easily switch FROM the account.

If you decide to proceed with going after these bank account bonuses, the best thing I can tell you is to read the terms and conditions carefully, keep a copy of those terms, and make sure you meet them within the specified amount of time. The next best thing I can tell you is that these bonuses ARE TAXABLE INCOME and will be reported to the IRS on a 1099-INT form. But I have earned $1,350 so far this year from bank account sign-up bonuses, and that’s almost 2 whole mortgage payments ($680/month) for me, so this is not an insignificant sum in my budget. And finally, beware that many of the accounts have language that the account must remain open and with a positive balance for 6 or 9 months, or the bonus will be clawed-back upon closure.


This next topic is a lot scarier to many people, and I spent a lot of time trying to wrap my head around it before ultimately giving it a try last December. I want to caution you, dear reader, that this is something I tried, did successfully for about 5 months, then stopped participating because I had one of my oldest credit accounts shut down without warning.

Tradelines are basically any contract you have with a banking institution for a consumer line of credit. AKA a credit card. You have a contract in place to borrow up to a certain limit, with payback terms, including interest payments per the agreed-upon terms. These tradelines are reported to the credit bureaus, and they are what make up your credit report.

So how does one make money with Tradelines? You basically “rent” access to them! There are companies out there who need a supply of tradelines to sell as inventory to borrowers with poor credit who need a temporary bump in their credit score to apply for a home or car loan of their own. The process is to add the person as an “Authorized User” on your long-standing, excellent credit account, thereby having your credit card tradeline report to the borrower’s credit report for a few months. The borrower NEVER gets any information about you, and they never receive an Authorized User card – the card (if issued at all) will be sent to you.

It generally only took me about a minute to log into my online accounts with a given credit card, click “add authorized user”, type in their personal information (first/last name, address, email address, sometimes SSN) and they would begin to receive a credit score boost within a month. At the end of 2-3 months, I would usually need to make a phone call (2-10 minutes depending on how much hold-time) to remove the authorized user. The telephone agent will ask if you can get the card back from the user (which you can do, because you’re still holding onto the card in the first place), and you tell them yes. Then you destroy the card! And you get paid anywhere from $50-75 for cards that have been open 2-5 years, and can earn quite a bit more for older cards and/or higher credit limit cards.

So why did I stop? As I mentioned before, I had one of my oldest credit cards shut down by Discover. I opened the card in 2012, because I liked the idea of 5% cashback on rotating quarterly categories. Discover actually had one of the easiest processes to add AND remove Authorized Users, so I thought things were going along really well… that is, until I tried to remove my 4th and add my 5th Authorized Users on the same day. I think that must’ve raised red flags at Discover, because my online request was denied and I had to make a phone call. “No problem,” I thought… “Discover has excellent, US-based phone agents.” I was able to talk to an agent and get the request approved. But then, a month or so later, without any digital or mailed communication, my DiscoverMore Card was shut down.

In all, I “rented” out my good credit (score over 800 on all of my recent credit card applications and using all of the free tracking apps) on 17 occasions. This earned me a total of  $1,125 in 5 months, and I probably only spent a total of 2 hours online to add, and on the phone to remove, the authorized users. But after my Discover shutdown, I didn’t want to risk having the same thing happen with Chase (my beloved travel hacking cards issuer), so I stopped participating in the program.

The Wealthy Accountant has a good write-up about Tradelines, with more details than I have provided. Check out his post if you want to learn more.


How much house do I actually own?

By Josh July 10, 2018

Hey reader! Overall, my home ownership story has been a truly awful experience that I wouldn’t wish upon anyone… but these days, I am finally seeing some light at the end of the tunnel.

Front door of Josh's house
My first house

Quick recap: Bought a 1,180 square foot townhouse in Southwest Florida in April 2006, for $175,000. My mortgage is through a credit union, and they only required a 3% down-payment for First Time home-buyers like me. That sounds like a good way to get people into their own homes for the first time, but very few people predicted what happened to the housing market. This was especially true in my area, which led the nation in foreclosures for years after the bubble burst.

Long story short, my home dropped in value by well over 50%. According to my assessed values, my house dropped from somewhere in the 100s down to a low of 27,430. While that was good for my tax bill (see below for past 10 years of property tax bills), I worked for local government at that time, and when local government isn’t collecting as much money in taxes, they make staffing cuts, and I quickly found myself with an underwater mortgage AND no job.

Property Tax history 2008-2017

So where am I now? A couple months ago, I passed the 12-year mark since I bought my first home. The recovery from the great recession has been slow, especially since Real Estate Rule #1 “Location, Location, Location” hurt me when the golf course that my property is located within went kaput! If you clicked the link above about foreclosures, you will see my neighborhood at the 1:15 mark. There are plans being considered by the County to permit a luxury development and revamp of the golf course, which should make my property worth considerably more in the next few years, but for the purposes of this post, I will stick with current Zillow value: $126,519

Twelve years of paying mortgage payments, and my house is worth $48,481 less than when I bought it. But I also had the good fortune to know about a grant program for distressed homeowners, such as myself a few years back, and I was awarded $50,000 towards my mortgage principal, which effectively makes my net purchase price $125,000. That 50k grant was actually a 5-year forgiveable loan, in $10k increments, so at the time of this writing, I actually still “owe” $10k on that grant, should I sell and walk away anytime between now and February 2019. For that reason, I will consider my purchase price $135,000 ($175k – 4x $10k)

Doing this math, I have zero equity. I am $8,481 in the hole.

Counting all of the mortgage payments I’ve made over 12 years, I currently owe $80,376 on the mortgage. Subtracting this from the Zillow value, I own $46,143 worth of house. Based on its current Zillow value, I own 36.5% of my house. That’s 430.7 square feet, or the approximate size of my master bedroom, living room and the half-bath downstairs. But I don’t yet own my master bathroom, nor the stairs to get up to my bedroom and guest bathroom. The kitchen, laundry room and dining room still belong to the credit union, too!

$48,481 isn’t a lot of progress in 12 years. Just over $4,000 per year or a little more than $336 per month.

I’m not really a proponent of paying off the mortgage early, if you have a low fixed-rate mortgage or an adjustable rate mortgage (like me) that is still sitting on the floor of the possible rates I could be charged. I’m glad my adjustable rate was low during the high balance years, so now I’m better able to withstand a rate increase without hurting my bottom line too much. If my rate goes up beyond 5%, I’ll start paying down my balance with more gusto, and above 6% I’ll discontinue putting money into my taxable brokerage to kill off the debt beast. Fortunately, my mortgage balance is now down to around $80k, so any interest rate increases won’t hurt me as badly as someone carrying hundreds of thousands of adjustable rate mortgage debt.

Thanks to Ty from CampFIREFinance for the feature on July 13! Check out more of the best from the web on his site, which features 3 posts daily.


My Freedom Trip – May 2018

By Josh Published June 30, 2018

Hello reader! As I began typing this post, I was sitting on an Amtrak train on the Coast Starlight route, from Los Angeles, California to Seattle, Washington. The trip took 34 hours, and included magnificent sights including the Pacific Ocean, Silicon Valley, and Mt. Rainier.

The trip was possible because I had scheduled 15 days of “Funemployment” between jobs. I needed to turn in my work vehicle and all of my work materials and computer equipment when I left employment with the State of Florida. But since I live in Southwest Florida, and the State Capitol is in Tallahassee (in the Panhandle), I started my trip with a 400-mile drive to Tallahassee for one last work day.

Day 2, in the morning I turned in my stuff and said goodbyes. In the afternoon, I took an Uber to the Tallahassee airport, and then I flew to Atlanta, Georgia, which is a hub for a large portion of trips to/from the Southeast US. I booked the flight on Delta, using 32,000 Delta Skymiles I had accumulated over the years, mostly from a 30,000 Skymiles offer on the Gold Delta Skymiles credit card from American Express a couple years ago. Don’t be like me, wait for a 60,000 or 70,000 point offer before you sign up for this card. American Express cards are usually only available once per “lifetime”.

While in Atlanta, I was able to use my Priority Pass Select membership (free with my Chase Sapphire Reserve credit card) to spend a free hour in the Minute Suites in Terminal B at Atlanta Hartsfield-Jackson International Airport. It was nice to unwind a bit, kick my shoes off, and have room to spread out, without having to keep a vigilant eye on my luggage.31557195_211205462988170_3385738348822790144_n

From Atlanta, I could arrive in just about any major city in the US, so I caught a cheap flight on Southwest for only $130. I had a voucher for $51 from finding a fare reduction on a previous business trip, so I only had to pay $79 out of pocket. I have developed the habit of arriving early and asking the gate agent if there are any available seats on the plane, and this time there were 32 empty seats. So my next question for the agent is to see if I can get an extra seat and pre-boarding due to my height and large frame. This has worked on each of my last 6 flights with Southwest. This way, I’m able to raise the armrest between the two seats and sit diagonally to gain some extra legroom.

I arrived at LAX and caught a quick Uber to my hotel a couple miles away. I had initially booked 5 nights of lodging at 3 different hotels in the Los Angeles area, but when I left a Facebook message for my cousins living in the Anaheim/Buena Park area that I was flying in that night, they reached out to me to have me cancel my stays and sleep in their guest bedroom. One night at the Holiday Inn LAX ran me 30,000 IHG points (and I got 2,000 back from an Accelerate promo), earned from the Chase IHG credit card last fall (100,000 point offer for $2,000 spend in 90 days), and I was able to check-out early and recoup the points that would have been spent for my second night stay. I was able to cancel my 4th & 5th nights stay easily and got the points refunded, but unfortunately I changed my plans too late for the cancellation window on my 3rd night stay at the Hotel MdR – a DoubleTree Hotel in Marina del Rey. I used 50,000 Hilton Honors points, and since I couldn’t get them refunded, I went ahead and borrowed my cousin’s car (she had left on a trip to Ohio the night prior) and I went exploring in that area, and went ahead and stayed in the hotel, since the points had been spent, anyway.

On Day 4, I set out to adventure with my counsin’s car. From Buena Park, I drove to the Santa Monica Pier, then went on the Pacific Coast Highway to Malibu, turned around and came back towards Hollywood via Sunset Boulevard to the UCLA campus, and on to Rodeo Drive before driving back to Marina del Rey to beat the evening rush hour. After checking in, I walked about 2 miles to Venice Beach and grabbed an early supper at Cabo Cantina, to munch on some chips & salsa and a quesadilla, while sipping a margarita and watching the Cavs-Raptors Game 2. I walked back to the hotel and spent the majority of the evening relaxing poolside and called my parents to fill them in on my trip so far.

Day 5, after checking out of the hotel and grabbing the breakfast buffet (should have been a $4 upcharge from the complimentary continental breakfast I receive for my Gold status at Hilton properties, but the waiter was gracious to upgrade me for free), I drove back to Buena Park and went golfing with my cousin’s husband. We played “Dad Miller Golf CLub” which is where Tiger Woods played when he was in high school. Apparently the guy named Dad Miller was a 93 year-old golfer who hit a hole-in-one on the 11th hole, and they named the course after him! I hadn’t really planned on golfing during this trip, so I didn’t have my normal golf clothes, shoes, hat, glove, golfballs, or golf clubs(!) so I played in a too-heavy shirt, tennis shoes, no hat, and with borrowed clubs, on a club I’d never heard of before that morning, so I was fairly pleased with my 93 I carded that day. My playing partner shot 108 and he’s a member, so I felt decent about the round, given all of those limiting factors.31028404_240783569991601_4917978647614193664_n

That evening, I went to a school carnival at my little cousins’ elementary school. They are finishing up 1st and 6th grades, so they were excited to show off their school projects from the whole year to their parents and their unexpected-visitor/cousin from Florida 🙂

Day 6 happened to be Cinco de Mayo, and being in Southern California, I knew there’d be a party! This time, my other cousin hosted a bunch of us at her (very nice) house with a pool in the backyard. All of my little cousins were jumping onto and playing with their “Cous-uncle Josh” because I’m the age of their uncles, but I’m officially their cousin (2nd cousin, once removed?). I got way too much sun, and had way too much fun. Ate way too much chips & salsa and had a few adult beverages to wash it all down.30957250_548424358891774_3502835478187474944_n

Day 7, before heading to Union Station, my golf buddy (cousin’s hubby) took me to see Huntington Beach, where the AVP was hosting the annual Huntington Beach Open beach volleyball tournament. Action had not yet started for the day, but it was cool to see it up-close, since I’ve seen it on TV several times in the past. Upon arriving downtown at Union Station, I checked in to get my seat assignment and grabbed a handful of snacks for the train. I found my train platform and fairly quickly found my seat (and the empty one next to me, which I definitely will not complain about!). I booked this train trip (LA–>Seattle) on the Amtrak website for $122 cash out of pocket. I went with a regular coach seat, knowing that there is ample legroom and wider-than-airline seats, 120v outlets, and it’s possible to get up and explore the train (dining car, observation car with floor-to-ceiling windows, and a café lounge car that operates like a mini 7-Eleven onboard the train). We got delayed by more than an hour in the Oakland area, and have been gradually losing more time between stops. But this caused us to be near Mt. Shasta as the sun was rising, and I got to see some cool sights that would normally have been passed by during the dark.

Around 9pm on Day 8, I arrived in Seattle, and checked in at the Grand Hyatt Seattle for two nights, with a list price of $548/night. I paid 15,000 Hyatt points per night instead, which I earned from the 40,000 point sign-up bonus on the Chase Hyatt credit card (plus a 5,000 point bonus for adding an Authorized User when I opened the card). I can’t believe I got nearly $1,100 in value out of that Hyatt card signup bonus, with another 15,000 points remaining that I used for Day 11 in Boston.

On Day 9, I purchased the CityPass for $89, which includes admission to 5 top destinations, including the Space Needle, Chihuly Museum & Gardens, Museum of Pop culture, Seattle Aquarium, and the Argosy Harbor Cruise (the 5 options I chose; you can opt for a different museum in place of Chihuly and #MoPop), and these are valued at over $160. I woke up to a perfect weather day, sunny and in the upper 50s. Working through the list of suggestions from friends and locals I had tapped via Twitter (Shoutouts to @CeceMcKiernan, my friend Kelli @FloodGeek101, Angela from @TreadLightly_RE, and Ty Roberts from @CampFIREfinance, along with some Twitterless peeps), I started out in search of breakfast at Biscuit Bitch. These Bitches are very popular, and there was a line out the door for people to get their hands on some scrumptious fixin’s and coffee. I Tweeted to the OG Bitches (@bitchesgetrich) that I found their Mothership!

Moving on from there, I walked 2 blocks to Pike Place Market, which was full of merchants getting set up for the day. I walked around for a bit and checked out the GumWall, which might be cool to some people, but I’ve seen more gum on one wall at a loose-meat sandwich shoppe in Greenville, Ohio (Shoutout to Maid-Rites). From there, I walked through Belltown to check out the Space Needle in Seattle Center. The Space Needle is undergoing a “Spacelift” (facelift) right now, so my views were partially obstructed by construction workers and ongoing construction, but it was such an amazing view. Mt. Rainier stands so much higher than, and closer to, Seattle than I expected! With the morning’s marine mist still showing up, the peak of Mt. Rainier looked like a perfectly-painted mountain from a Bob Ross painting, sticking its head above the clouds.

After Space Needle, I checked out the Chihuly Museum and Gardens, which were impressive, but I had already seen a large collection of Chihuly works at the Morean Museum in St. Petersburg, Florida. I also went to the Museum of Pop Culture, but felt underwhelmed by it :/ Last on the agenda for sight-seeing was a one-hour harbor cruise around the Elliott Bay, which was full of opportunity to take more pictures of the Seattle skyline and enjoy the nice sunny day. The onboard bar didn’t hurt, either!

As cool as those sights were, the highlight of my day came later, around Happy Hour, when I met up with a fellow Personal Finance blogger for the first time. Ty Roberts had a meeting downtown, and met me for a beer at Yard House. Honestly, this was the first time I’ve ever been able to talk to someone In Real Life about FI, FIRE, blogging, and this PF community that I honest-to-goodness LOVE. Ty was so easy to talk to, encouraging, and I just had the most amazing chat with him. I can’t wait to experience more of that at FinCon in Orlando this September!31413927_377655086063470_2628653116253274112_n

Day 10, I wanted to check out more sights that were recommended to me, so I walked to Pier 51 to catch the Ferry to Bainbridge Island for $8.35 (round-trip).

The ride over & back were the most enjoyable part for me, because I arrived so early in the morning that most, if not all, of the local shops had not opened for the day (around 10-10:30AM). In fact, I hopped back on the return ferry by 10:25 and made it back to Seattle by 11. After that, I used up the last ticket in my CityPass to check out the Seattle Aquarium just a few piers away. In the early afternoon, I went back to the hotel to shower up and pack my bag so I could check out of the hotel room by 2pm (late checkout granted for my World of Hyatt Discoverist status). I left my bag with the front desk, and took the Link over to the University of Washington campus to check it out.

After walking around campus for about an hour, I went back to the hotel, grabbed my bag, and took the Link to the Seattle-Tacoma International Airport. Arriving at the airport 7 hours before my flight was not ideal, but I was able to once again use my Priority Pass Select to gain entry to an airport lounge with free snacks and beverages. The Priority Pass app shows 5 lounges that we are supposedly able to access, but the Alaska Airlines lounges had signs at the entrance that said they were not accepting Priority Pass holders that day. So I walked up and down every terminal (C, D, B and then A) except N & S, and counted at least 10 airport lounges in that airport. I finally gained access to The CLUB at SEA where I spent a couple hours charging my devices, listening to a podcast, called my grandma (awww) and took advantage of somde free snacks.img_20180509_201456

At the end of Day 10, at one minute until midnight(!) I flew on a JetBlue flight in Mint class (first class with a lay-flat seat) to Boston. I booked the flight using JetBlue TrueBlue points, only 33,700 points, when that class was listed on other flights the same day for 70,000-110,000 points). I figured for my first-ever Red-Eye flight, it was a good idea to trade-up for some comfort, and I really wanted to check out Mint, anyway.

Arriving in Boston on Day 11, I will use some additional Hyatt points (15,000/night) at the Hyatt Regency Boston in downtown. Unfortunately I was about 1900 points shy of having the 15,000 needed for my second night, so I transferred 2,000 Chase Ultimate Rewards Points at a 1:1 transfer ratio to Hyatt from my accumulated Chase points (reminder: I have Chase Sapphire Reserve, Freedom and Freedom Unlimited, and I transfer all of my rewards to my Sapphire Reserve points balance to allow the points transfers to Chase’s travel partners). I was pretty exhausted from the overnight travel, but I did manage to walk 2+ miles to Fenway Park to take the tour of a sports and cultural icon, with some amazing views of the city.


Day 12, having caught up on sleep, I set out for a day of exploring. I had previously visited Boston in 2003, on a family trip before I turned 21, so I knew I had to stop at Cheers and have an adult beverage. I checked out the Freedom Trail and walked over to Bunker Hill and the USS Constitution. I also killed at least an hour watching various street performers in the Quincy Market area. I explored Chinatown a little bit and grabbed a local hard cider to go along with my dinner.

Day 13, I took the Silver Line MBTA bus to Boston-Logan International airport for $2.75 instead of the $23 and change that I paid a (terrible) Uber drive on Day 11 morning when I arrived in Boston. For my return flight to Southwest Florida (RSW airport), I used 8,600 TrueBlue points from JetBlue. I had these points plus the Day 10 red-eye flight points from the Barclays JetBlue Plus card, which came with a 40,000 point bonus for spending only $1,000 in 90 days. I forgot that the card also gives me a 10% refund on award redemptions, so I ended up getting  over 4,000 TrueBlue points back into my account (over $80 worth at 2c a piece).

So I share this whole story to say that I went overboard on a 13 day trip to celebrate the end of my previous job. I worked in a position that was effectively a full-time temp for almost 3.5 years. Due to this work status, I did not have any paid holidays or vacation time in that time, so I had this pent-up urge to hit the road, skies and rails to see more of this magnificent country. I could probably do without the overwhelming scent of weed/pot in the various cities/states I visited, but that only minimally reduced my enjoyment of these fine places. I’m excited to be moving into a position where I will be earning a standard 2 weeks of vacation and 11 paid holidays to help me get back on the road moving forward. I’m glad I had the opportunity to bank all of these various points so I could use them in this blowout trip around the US. Many in the travel-hacking community chirp the mantra of “earn and burn” or “churn and burn,” because there are constant devaluations occurring in the many points & miles programs. But for someone like me, there were zero opportunities to use the points/miles over the past 3 years (except for a few quick trips “home” to Indiana for the holidays) so the points were worthless to me until I could actually use them. And it was SOOO worth it once I could actually use them on a trip that will be in my memory bank until the day I die.


Mid-year 2018 update!!

By Josh  June 30, 2018

Can you believe that 2018 is already half over? It’s been a really busy year for me so far (details below), so time has just been flying by! I started this blog on January 5th 2018 with a post about writing down goals so you can track them, and I figured 6 months later it was time to follow up on my progress. So here they are again, with individual updates below:

  1. lose weight, obv
  2. achieve 1/4m NW
  3. draw down my travel miles/points through actual travel, not point expiration
  4. give up unhealthy/unproductive habits (especially driving for Uber)
  5. actively meet new & interesting people (Hello #FinCon18)
  6. begin a creative pursuit

1. I do not have good progress to report on this one. I actually have no idea what my starting point was for 2018 (bonehead move, Josh). But I recently started a new job that provided an opportunity for a Health Reimbursement Account (up to $500/yr in tax-free money to spend on health-related costs), but I had to go through a health assessment and have blood work done to set a baseline. I weighed in at a whopping 365.8 lbs. That’s 40 pounds more than Vince Wilfork and 30 pounds more than William “Refrigerator” Perry. So obviously this has sparked a renewed vigor in my daily actions to try and move the needle downward and make my weight loss goals to achieve that free $500. Wish me luck!

2. I have made progress this year on my net worth goal of $250,000, but in the past month it seems to be disappearing. I reached $245k in late May, but sit around $235k right now. Main culprit appears to be that Zillow has dropped my house value by $11k in the past 2 months. I also missed a few weeks of getting paid while I was between jobs.chart

3. Speaking of being between jobs; I was able to draw-down some of my travel points balances on a 13-day trip around the US from April 30-May 12. I had to turn in my work vehicle and computer equipment to headquarters in Tallahassee, so I decided to start my “Freedom trip” and used various points/miles from Delta, IHG, Hilton Honors, Hyatt, and JetBlue. I spent less than $217 out of pocket for a trip to Tallahassee, Atlanta, Los Angeles, Seattle (by train), Boston, and back home to Fort Myers, FL. Across those 5 programs, I spent a total of 206,940 points/miles, keeping in mind that not all points and miles are valued the same. I estimated a total cost savings of $3,596 by using points & miles. And I still maintain almost 700,000 across various programs for future travel!

4. After writing a 3-part series on the ups and downs of driving Uber as a side hustle, I picked up the habit again. I did it, in part, because Spring Break is the busiest time of year here in Southwest Florida, and also because I knew I had the job change coming up and needed to stash some extra cash to help ease that transition. I’m happy to say I’m now done with Uber (caveat: I turn on the app during my ~1 hour commute, each way, which earns me enough to cover my fuel expenses).

5. I’m still super stoked for #FinCon18 but I have been trying to meet new people in other settings, as well. I recently had the opportunity to attend a national conference of the Association of State Floodplain Managers (yes, I’m a total geek), and I gave a presentation on a one-of-a-kind project I worked on for the past 3.5 years. Having that platform, while slightly terrifying, provided an opening for me to share how much I love being an expert in my field and that I relish in the opportunity to help others. I had people from all over the country come up to me throughout the rest of the conference and try to pick my brain or otherwise engage in conversations about their own programs. It was such a great week, even though it was Phoenix, in June!! I’m also getting ready to attend the annual ESRI User Conference in San Diego on July 9-13. I have never been to this conference before, so it will be eye-opening and another opportunity to meet complete strangers.

6. Creative pursuit!! As you can now see, I have migrated this simple WordPress-hosted blog onto my own domain! www.joshovermyer.com belongs to me for the next 10 years, and I just paid to migrate it to a business page on WordPress for the next 2 years, so I am going to have to put some more effort in over here now. I should have the extra time, now that I’m done with Uber (again, for emphasis). I also still have some amazing creative ideas for items to bring to FinCon, so I will need to explore ways to make those ideas in my head become a reality. If anyone wants to help me make my sparks of creativity become actual things, I would love to talk to you about them.


The Tweet that Started this blog…

On the evening of January 5th, 2018, I posted this Tweet and it generated higher-than average interest, including a request for a blog post to explain what all of this means:Screenshot_20180201-023011

So, due to a request from Penny at ShePicksUpPennies.com, I’m writing this post on my re-launched blog to help explain what all of this is about, and why I would introduce so much additional hassle into my everyday transactions.

SportClips is my go-to place when I need to get a professional-looking haircut. Sometimes I cut my own. As the name implies, SportClips allows the customers to watch sports while getting their haircut, so their clientele is majority male. They continue the sports theme with their pricing scheme, a standard haircut is the Varsity, while kids are Junior Varsity. The MVP treatment includes the Varsity haircut, plus a relaxing shampoo in a massage chair, and a neck and shoulder massage with a hand-held massage tool.

J.P Morgan Chase (Chase) is my favorite banking institution, but it has very little to do with their brick and mortar locations or their banking procedures. Chase issues some of the most-rewarding consumer credit cards, with their Chase Sapphire and Chase Freedom “families” of cards. The rewards earned with Chase Sapphire (Preferred or Reserve) cards are called Ultimate Rewards, and those points are able to be transferred to nearly a dozen travel partner airlines and hotels. Chase Freedom and Chase Freedom Unlimited only earn “cash-back” value, but if you have a Chase Sapphire Preferred (CSP) or Chase Sapphire Reserve (CSR), you can transfer that “cash-back value” into Ultimate Rewards, and then the points can be transferred to airline and hotel partner programs.

Chase Freedom Unlimited is easy to understand; all purchases earn 1.5c per dollar spent, on every purchase with no limits on the cash-back bonus. Chase Freedom earns 1c per dollar spent, with the exception of a specific category that changes each quarter. Those quarterly categories are worth 5c cash-back, up to a maximum of $1500 per quarter, which means $75 cash-back can be earned each quarter with the Freedom card.

CSP and CSR have access to the Chase Ultimate Rewards travel portal, where the cardholder can book travel directly through Chase, just like they might from other OTA sites like Expedia or Priceline. CSP provides a value of 1.25c per Ultimate Reward point (URs) when booking travel through the travel portal. CSR provides 1.5c per UR in value.

Getting back to the Tweet in question, I used my Chase Freedom card to earn 5% back in the first quarter of 2018 by making the purchases via a mobile wallet (AndroidPay in this case). All of the various mobile wallets work for this category, including ApplePay, SamsungPay, AndroidPay and Chase’s own ChasePay. I just received an email this week that AndroidPay is being changed to GooglePay in the coming weeks. By transferring the 5% cashback value earned on my Chase Freedom card to my CSR (remember, 1.5x value), I effectively turned that 5% category into a 7.5% category for the MVP haircut on Jan 5th. For the $23 haircut and $5 tip ($28 total), I earned $1.96 in value. This compares favorably against a 2% cashback card ($0.52 that I would have earned).

Rounding out the Tweet, I frequently use different credit cards to purchase gift cards at grocery stores, Best Buy or Walmart to maximize limited-time offers such as 10% cashback for purchases with ChasePay in December for holiday shopping at Best Buy and Walmart (2 separate offers). Now I am sitting on a hoard of gift cards to restaurants, gas stations, Walmart, Starbucks and Lowe’s. I decided to pick some gift cards out of the drawer and enjoy a meal at Chili’s and a hot beverage (Caramel Apple Spice) at Starbucks without spending any additional dollars on my credit cards.

With one of those 10x offers at Best Buy, I bought $300 in gift cards, earned 10c back per dollar spent, and then transferred that cash-back value to my CSR for 1.5x additional value towards travel. Therefore, I earned $30 x 1.5 = $45 in travel for purchasing $300 in gift cards for future purchases that I will use throughout the upcoming year. 15% back for just knowing how to do it, where and when = win! 🙂

Drank the Emergency Fund

By Josh December 6, 2018

There is a widely-cited statistic that 40% of Americans cannot pay an unexpected $400 emergency. Are you one of these people without an Emergency Fund capable of footing that bill? Have you ever stopped to think that maybe you drank it?

So before everyone criticizes me for being crass, this is really just another take on examining your spending. I recently realized that almost 30% of my spending at restaurants is related to my choice of beverages; soda, tax and tip for a usual lunch, and possibly much higher if I order a beer or other alcoholic beverage at dinner or in a bar. I already wrote about how I don’t buy lattes or other coffee-based beverages, but I still go to Starbucks when it is cold outside so I can get a hot chocolate or a caramel apple spice.

So let’s break this down. Not every restaurant sells soda for $1 like McDonald’s… some sit-down restaurants are $2.50-$3.00 easily. Then you add sales tax of 5-7% (maybe more, maybe less if you’re in a state without sales tax) and then tip your wait staff as well. That bubbly, sugary soft drink might tack on $4 to an individual restaurant bill.

photo of four assorted color beverages
Photo by rawpixel.com on Pexels.com

Do you ever go out to bars? Beers are one of the cheaper options, but can still be around $4-$8 depending on the style, size, and type. And you probably don’t drink just one. Cocktails and shots can really rack up too, and so does your bar tab. Even everyone’s favorite frugal grandma Penny recently admitted to buying $12 shots of Patron in her younger days:

To round out the list, we have wine. Glasses and bottles (or boxes, I won’t judge) can range from Two Buck Chuck to $20 very easily, and a whole lot more if you have fancy taste.

adult alcohol blur celebrate
Photo by Pixabay on Pexels.com

So why do we continue to spend good money on all of these drink choices with minimal nutritional value and lots of empty calories?

What if we switched half of our liquid libations to nature’s perfect potion: H2O. Wouldn’t our waistlines and wallets welcome that?  How long would it take to stockpile sawbucks that could save us from small or sizeable squeezes?

water glass theme water
Photo by Tookapic on Pexels.com

I’m not begrudging anyone their beverage of choice, but am suggesting we could all be more mindful when deciding what to drink. And such a simple change might add up to a whole lot of change when it comes to saving for that starter emergency fund.


By Josh October 31, 2018

The Merriam-Webster dictionary defines shame as a painful emotion caused by consciousness of guilt, shortcoming, or impropriety. Synonyms include humiliation, regret, disgrace, odium and reproach.

I think we are all guilty of feeling shame sometimes. Some of us feel it more than others. I often feel like I live my life in shame. A lack of self-esteem and/or pride in my accomplishments makes me feel unworthy. As a 35-year-old man, I’m ashamed to admit that I’ve never really dated or the really shameful truth that I’m a virgin. [Isn’t that crazy? If I were a female, it might be seen as a symbol of purity, but as a guy, it makes me feel like a total loser, incapable of finding any woman to love me.]

Other people might feel shame for their lack of educational attainment, or their debt. Some people are shamed by their friends or family for the choices they’ve made in their life, perhaps especially if their family is religious. People are dis-communicated for having a child out of wedlock or for coming out as lesbian, gay or bisexual.

SNL Church Lady via Giphy

Popular culture has turned it into a joke, of sorts. The walk of shame is when someone is caught wearing the same clothes the following day after a night of an unplanned sexual encounter. The Urban Dictionary definition describes the walk of shame as “when someone leaves the home of a sexual escapade (quite possibly with someone you met the night before) in the morning; hair sticking out in all directions, lines on your face, and missing at least one article of clothing.”

Shame is also a weapon to be wielded against your detractors. To shame (v) someone can mean to best them in a competition, to disgrace them, or to cause them to feel guilty. Shame is an invisible force, with so much power to strike to the core of a person and make them feel unworthy of even the smallest appreciation from others.


Feeling shame can affect the way we live our lives, and especially how we spend our money. A lot of people would never be caught dead wearing store brand sneakers or workout clothes, so they pay 5x as much for the Nike, Under Armor, Adidas, or Lululemon version of the same thing. A 3-year-old Toyota Camry costs 1/3 of the sticker price of a new BMW (and will definitely be cheaper to maintain and probably will last longer), but there’s nothing sexy about rolling out of the dealership in a 2015 Camry with 45,000 miles on it. People will pay-up for an extra bedroom or for a specific school district (even when they don’t have kids) for the feeling of prestige that owning a 4-bedroom house in THE school district gives to them, meanwhile they pay much higher property taxes on top of the much higher sales price (financed for 30 years).

So, what can we do about these feelings of shame, inadequacy, and self-doubt? How can we fend off the urges to spend more for something showier that will cost more money in the short-term and possibly the long-term? By taking pride in your unique accomplishments and your path that led you to where you are today. Respecting yourself and knowing that there’s no one else like you in the whole wide world. Honoring yourself by following your own journey, not by trying to keep up with the Joneses or meeting the unrealistic expectations of others. Making conscious decisions about your present and your future, then mapping out or reverse-engineering a strategy to get you there. It will be much more fruitful than taking a backseat in your own life and watching in shame as everyone else seems to pass you by.

I think we should feel a modicum of shame when we make rash decisions or act foolishly, but we can take pride and feel honor by putting our best foot forward and making thoughtful, honest decisions in our daily lives.

A primer on Flood Insurance

By Josh Overmyer October 14, 2018

Four days ago, Hurricane Michael became the fourth Category 4 Hurricane to impact the United States in the past 13 months, when it struck the Florida Panhandle with 155 mile per hour winds and an estimated storm surge of 14 feet. The other three Category 4 Hurricanes were last year as Harvey in Houston (perhaps the wettest storm in history, dropping over 50” of rain in some locations), Irma in the Florida Keys and Southwest Florida, and Maria decimated the US territory of Puerto Rico. Untold millions of lives were disrupted by these 4 storms and their impacts across the coastal states of the Southeast US.

Last month, Hurricane Florence weakened just before landfall from Category 4 to Category 1, but still became the wettest storm to ever impact the Carolinas, dumping more than 35” of rain in some areas. This heavy rainfall led to weeks of flooding as the inland rainfall flooded rivers all over North and South Carolina, and that water in the rivers had to make its way back down to the Atlantic Ocean by rushing down through watersheds throughout the area.

Unfortunately, most of the people impacted by these storms, and the others that have ravaged this country in the past several years, do not carry flood insurance. Many people incorrectly assume that their homeowner’s insurance covers them from all perils, including flooding, but homeowner’s insurance very rarely covers flooding, which is the most common natural disaster in the United State. The term “flood” is defined as a general and temporary condition of partial or complete inundation of 2 or more acres of normally dry land area or of 2 or more properties.1 A flood does not mean a burst pipe, or an overflowing bathtub, both of which may be covered by your homeowner’s insurance policy.

Some people incorrectly assume they will be eligible for free money from FEMA if their house is damaged by flooding or a hurricane. While FEMA does have programs that give cash payments to survivors of certain storms, these typically require the storm to have impacted a large area and have done widespread damage, enough to meet the damage thresholds required under the Stafford Act for a Presidential Damage Declaration. If the storm is not sufficiently damaging to a large area or a high enough total cost of damages, many of the elements triggered by a Presidential Damage Declaration will not become available. Even when things like FEMA’s “Individual Assistance” (IA) program are activated, the average IA payment from recent storms have been $5,000-6,000, compared to the average National Flood Insurance Program (NFIP) flood insurance payment of $90,000+. Just 3″ of floodwater inside your home can cause $12,000-$30,000 in damage to the structure and contents.

Other available programs include the Small Business Administration, which offers low-interest loans to people and businesses needing to rebuild, but these loans must be paid back. Long after the storm, mitigation assistance funding becomes available through the Hazard Mitigation Grant Program, but a homeowner typically needs to have already been working with their local government on a plan to mitigate or buy-out their property for the community to prepare a grant application and submit to their State or FEMA for HMGP or other mitigation funding.

By now, I hope you are seeing that Flood Insurance is the best option to protect the largest investment most people ever make in their lives – their home. Did you know that over the course of a 30-year mortgage, homes in the “Special Flood Hazard Area” or ‘flood zone’ has a 26% chance of flooding from a 1% annual chance flood (commonly referred to as a 100-year storm)? That’s about twice as likely as suffering a house fire, yet almost all of us carry insurance that covers fire.


Flood insurance is most often sold through your typical flood insurance companies, on behalf of the NFIP, which assumes the flood risk. Flood insurance is available to homeowners, renters, and businesses. For residential properties, the maximum structural coverage is $250,000, with a maximum of $100,000 in contents coverage. Renters don’t need to carry the structural coverage to be able to purchase up to $100,000 in coverage for their belongings. Non-residential properties can purchase up to $500,000 in structure coverage, as well as $500,000 in contents coverage, since many businesses have expensive equipment necessary to run their business.

The private insurance market is small but growing in this country. Many private insurers may have similar coverage limits as the NFIP policies, while some have their own underwriting standards and coverage limitations. A hybrid approach is also available, with coverage up to the maximum of the NFIP coverage limits, and then a policy with a private insurer for “surplus lines” in excess of the NFIP limits. This is advantageous to the private companies because the NFIP flood insurance fund is on the hook for the first $250,000 in structural damage and the first $100,000 in contents. The surplus lines coverage would not have to pay out unless/until a major disaster wiped out at least a quarter million in the home’s value.

Some reasons that flood insurance may be cheaper through private insurance companies because NFIP premiums are collected into the National Flood Insurance Fund, which pays out flood insurance claims, flood insurance studies and mapping for participating communities, and for hazard mitigation programs such as Flood Mitigation Assistance and Pre-Disaster Mitigation grant programs. In addition, the Flood Insurance Fund is paying interest on money borrowed from the US Treasury to cover past claims, especially Hurricanes Katrina (mostly forgiven by Congress in 2018), Sandy, Harvey, Irma and Maria. Furthermore, FEMA has been tasked with building a reserve fund to pay future claims without borrowing from the Treasury. FEMA also has purchased “reinsurance” from large global insurance companies for the past 2 years to help spread the risk exposure of the NFIP.

The NFIP makes flood insurance available in over 22,000 participating communities nationwide that have agreed to adopt and enforce development standards in their identified floodplain areas. Among these 22,000+ communities, approximately 1,500 communities have joined the voluntary Community Rating System that awards flood insurance premium discounts to policies in those communities for adopting higher standards than the minimum, and for other public education, outreach and other floodplain management-related activities. The three goals of the Community Rating System (CRS) are to:

  1. Reduce and avoid flood damage to insurable property
  2. Strengthen and support the insurance aspects of the NFIP
  3. Foster comprehensive floodplain management.

The CRS program is a points-based program, offering a 5% discount for every 500 points that a community earns from 19 Activities and 92 specific elements, subject to meeting certain perquisites. Discounts range from 5% for many beginner communities in the CRS program, up to 45% for 1 community named Roseville, California, which has earned the required 4,500 points to earn the highest rating of Class 1. These discounts are applied automatically to NFIP policies in the CRS-participating communities, so be sure to check the “declarations page” of your flood insurance policy documentation for a CRS discount. While “only” about 1,500 communities participate in CRS, those communities represent over 70% of the policies in the nation. This make sense, as the largest communities and areas with the highest rates of flood insurance coverage stand to gain the most by documenting their efforts to reduce and avoid flood damage in their communities. The community I live in currently saves its residents over $14M per year in flood insurance, and the community I work for saves over $6.6M per year.

To find out if your property is in a “Special Flood Hazard Area” or ‘flood zone,’ please check out the FEMA Map Service Center website. You can enter your address and it will load the current Flood Insurance Rate Map for your area.

If your property is not in a “Special Flood Hazard Area” or if you have been recently mapped into the SFHA, check with your insurance agent about receiving a Preferred Risk Policy. These typically can be had for a few hundred dollars per year, rather than the full-risk rate which may cost $1,000 or more, depending on the specific flood zone and/or the elevation of the finished floor of the home. The only way for an insurance company to properly rate a policy is with an Elevation Certificate prepared by a licensed surveyor. This will show information such as the community name and community ID number (for application of any potential CRS discount), the flood zone and required Base Flood Elevation, the elevation of the finished floor of the home or structure, the elevation of any attached garage or enclosure, and the elevation of any machinery or equipment servicing the building. All these factors are factored into the rate that each policyholder will pay for their unique flood risk on their property.

To recap:

  • Your homeowner’s insurance does not cover flood damage.
  • Flooding is more frequent than ever and has affected all 50 states since the year 2000.
  • Individual Assistance from FEMA averages $5k-$6k, while flood insurance pays out an average of nearly $90,000.
  • Your community is probably already working hard to earn you a discounted premium. If they are not, ask them to join the CRS to save their residents and property owners money on their flood insurance.
  • If your home is flood-prone, there may be mitigation grant money available to buyout or elevate the home.

Please feel free to reach out to me with any questions, as I am a Certified Floodplain Manager, with experience in coastal and riverine communities, along with 3.5 years working in the State Floodplain Management Office in Florida. I currently serve as the Secretary of the Florida Floodplain Managers Association board of directors, and I was fortunate to give a presentation at the Association of State Floodplain Managers annual conference in June 2018 about my experience with the Community Rating System pilot program in Florida. I can be reached at Josh.Overmyer@gmail.com.

1 FloodSmart.gov, the official website of the National Flood Insurance Program (NFIP).

Would you believe it – FinCon edition

By Josh October 3, 2018

Yesterday, I put a post on Twitter asking people “Which of these events actually happened at #FinCon18 ??”

If you are a literal person like I am, you read the answer in #4, but it didn’t stop 43% of voters from choosing one of the first 3 options.

So here’s the backstory on all of them:

  1. Before the Plutus Awards, Piggy and Kitty from Bitches Get Riches were having drinks in the Headwaters Lounge with J.D. Roth and Tanja Hester. I joined them, as an internet friend to the 3 ladies, and a new acquaintance to J.D. (we met two days earlier). After a while, J.D. reached out to Pete (Mr. Money Mustache) to see if he wanted to join and meet the Bitches Get Riches, and he joined us a little while later. J.D. had another meeting scheduled (he literally had about 40 on his must-attend schedule, plus others penciled in) so he took off. A few other bloggers joined, but pretty quickly everyone realized that Plutus Awards started soon and most ran off to grab a bite for dinner before the ceremony, including MMM. In his haste to head to dinner, he neglected to pay the bill for his beer and the beer of his girlfriend. At this point, it was just me and Piggy & Kitty, so I scooped up the bill and paid for Pete’s beer. I’ve certainly learned more than $20 in knowledge from his site over the years. No big deal.
  2. Instead of attending the closing party on Saturday night, a group of about 7 of us started out in the pool, and as the night wore on, upwards of 40 FinCon people joined us. But early in the night, I watched Jonathan from ChooseFI do a lap of the pool doing Butterfly, and a little while later he and Brad raced a lap of Freestyle. Being a competitive person, I was looking to get into a race myself. I was an excellent swimmer in my younger days, but I definitely don’t have the athlete “look” nowadays at 6’5″ and 300+ lbs. So we raced, and Jonathan was out to an early lead, but Butterfly is a stroke necessitating endurance and good technique. I kept by his side for half of the pool, then slowly crept up and passed him, using only 4 breaths for the approximately 35-40 yard pool.
  3. Putting details from those two stories together, I’m a 6’5″ 300+ lb guy, and friends with the increasingly popular Bitches Get Riches. After the self-proclaimed “humble Bitches” (read their blog, they actually use that term) won TWO Plutus Awards on Friday night, I served as a bodyguard of sorts. I carries the spoils of their victory (backpacks full of goodies, trophies and drink tickets) while watching out for guys who were trying to get too close or who wouldn’t leave them alone.
  4. All of the above are true stories.

Join me next year in DC to see what kind of hijinks go on at FinCon19! No really, buy your tickets now because the pre-sale pricing ends Thursday October 4th at midnight, and prices will never be this low again. (www.finconexpo.com/fc19)

Penny stocks. Don’t even go there!

By Josh  August 23, 2018

There comes a time in every new investor’s life when they become disenchanted by the “boring” returns of blue-chip stocks and government bonds. Sure, those are known for modest growth potential and steady dividend payments (income), but they are boring! They are what your grandpa invests in! I want to do something cool, and get rich quick!!

Enter Penny Stocks.

Penny stocks have an air of mystery about them. As the name implies, these are companies whose share prices trade in the pennies or fractions of pennies, compared to one share of Apple which is now $215 per share or Amazon which is $1900+. That’s a pretty high barrier to entry for a novice investor. The problem is, buying just a few shares of a no-name company doesn’t get you anywhere, so the novice will still throw a good chunk of change at a penny stock and wind up with thousands of shares of these companies.

I had a couple modest successes with penny stocks, and some utter failures! One company that you might remember seeing on TV commercials and sponsoring your favorite sports team (they literally had ads on hockey rinks, baseball stadiums, and agreements with several NFL teams) was “SpongeTech”. This was an innovative idea, where you would buy a normal-looking sponge for your household or automotive cleaning needs, but the soapy stuff was already inside the sponge! As they say – just add water! Well the idea may have seemed real, but the company wasn’t. I initially bought shares around 4.3c each, about 12 thousand shares for $500. Then the price dropped to around 3.5 cents a share, so I doubled down. Now I’m holding about 25 thousand shares of this “company” with a cool product, and with major endorsement deals all around pro sports. I was going to ride this rocketship “to the moon” (which is something all Penny stocks are supposedly going to do…)

The stock eventually took off. 3-4 cents suddenly became 7 cents. Then 12. Around 15cents per share I started selling some of my shares, to recoup my initial investment. But this thing just kept going and going, so I threw all of my money back into SPNG and was hoping to swing for the fences. I was going to place a limit sell order for 25c per share on a big lot of my holdings, and one day during my lunch hour it breezed past 25 and was at 27 cents per share! I had a public hearing that afternoon, so I wasn’t able to keep tabs on the action, but I had an excitement inside me to see if we would hit 30 cents per share by the time the hearing was over.

And that’s when my first major penny stock went bust. I entered my meeting at 27 cents per share (and holding about $15k in stock of a worthless company), and I left the meeting with about $4k in stock, in said worthless company. My heart sank, I had a lump in my throat, all of the cliche things that mean someone is having a bad day, happened to me that afternoon. I was freaking out! I *lost* $11,000 in one 2-hour meeting. And the stock would continue to bounce around, trailing ever lower as time went on. It turns out the CEO was a fraud, constantly offering up more shares, diluting existing shareholders so he could continue to fund his lavish lifestyle. SPNG eventually got de-listed and traded on Over The Counter (OTC) exchanges as SPNGQ (trust me when I say a Q in the stock ticker is bad, unless you’re invested in QQQ – the ETF that tracks the Nasdaq 100).

Meanwhile, given my early success with SpongeTech, I was constantly looking for another possible big winner. I grew up in Indiana, so when I found an Indiana-based company, I probably gave them more credence than I should have, because Hoosiers are known for being trustworthy, hard-working, honest folks. Environmental Enzymes Solutions (EESO) sold “green” cleaning products before that was a cool idea. They sold these chemical concoctions in gallon jugs, not anything that would look cool on store shelves, so they were going more for commercial and industrial cleaning companies.

What piqued my interest on EESO was a press release that said a South Korean company had offered to buy the company for 10 cents per share. Well, at the time I read that article, EESO was trading for 2 cents per share! I loaded up my proverbial truck and waited for word that the company would accept the South Korean offer. This was an easy opportunity to earn 5x my original investment!!! But as time went on, the share price dipped, so I bought more. Then it fell some more, and I bought some more. Eventually I could buy about 40,000 shares for a dollar, and I owned nearly ten million shares. Well the company was continually diluting and selling more shares. The buyout offer, if it was ever real at all, was for BEFORE the dilution started, so there was never any chance of receiving 5x my initial buy-in.

My EESO experience taught me two great lessons: Do your homework, and Beware of the Pump & Dump. Pump & Dump is slang for a news article or press release being sent out to pump up the share price with some exciting news about the company or stock, meanwhile earlier investors (who bought cheaply or just want to sell their stock) wait for the inevitable run-up from this press release, then dump their shares into the open market.

I bought some other penny stocks that were biopharma companies waiting on the coveted FDA approvals of Phase 3 clinical trial results (that would never come), in which case the share price would go up between 10x and 50x. Others were upstart (not startup) bank stocks, which was a pretty dumb moved while 465 banks were closed by the FDIC between 2008-2012.

All-in-all, it was a good education on the way individual stock trading works, but it was an expensive lesson for me at the time. Most of this happened in early 2009, when the stock market was just reversing and heading back up at the start of the current bull market. If I had bought undervalued REAL companies at that time, many of my investments would be up 10x or more, assuming I held them to present day. I pretty quickly got out of my fascination with turning a fast profit, and I actually got out of all individual stock investments a year later.

It wasn’t until I took Bridget Casey’s Six Figure Stock Portfolio course in 2017 that I bought another individual stock, as I attempted to earn some extra side income in the form of stock dividends. I’m an Index Fund investor for 99% of my invested funds, and will probably remain that way for a looooong time. But seriously, if you have any interest in investing in individual companies, or just want to understand investing better, hit up Bridget’s course and save yourself the THOUSANDS of dollars I spent on my penny stock investing fiasco. It will pay for itself hundreds of times over, in the long run. Even for index fund investors like myself, you will better understand asset allocations and having a plan as your portfolio grows.