Weekend in Key West
I have lived in Southwest Florida for the better part of the past 15 years, but it wasn’t until last weekend that I finally visited one of the most famous ...
November 12, 2019
Lessons from Adventures to FI
As you may have read, I recently returned home from the Adventures to FI Retreat in Whitefish, Montana, where nearly 50 FI-seekers from around the US and Canada got together ...
November 6, 2019
Adventures to FI Retreat
Joe Dirt famously said “Life’s a garden. Dig it!” But what happens when you neglect your garden? Your chosen plants wilt and die, quickly replaced by weeds. If your life ...
October 27, 2019
Going against the grain
A common focus in many personal finance articles is the eradication of debt, no matter what the interest rate the borrower is paying. Sure, there’s some quibbling about which order ...
October 3, 2019
Meeting Minimum Spend
If you’ve ever contemplated opening a credit card for the sign-up bonus, you’re probably aware of some of the terms: “Spend $x,000 in 90 days to receive xx,000 points/miles”. I’ve ...
September 28, 2019
FinCon is like a college reunion
Growing up, I had a lot of good friends, but never really any close friends. I attended multiple proms as a friend ask, not because I was ever actually dating ...
September 18, 2019
Goodbye Personal Capital
I'm no stranger to using web apps to track my personal finances. I currently have 3,417 days of history saved on Mint.com, which I only started using after an earlier ...
August 20, 2019
2018 Miscellaneous Income
As I’ve written before, I have been tracking every penny coming into my life (from sources outside of my regular paychecks) for the past 4 years. When I originally published ...
August 12, 2019
Changing my mortgage mindset
As I wrote about in my last post, a mortgage is a debt that must be paid within a prescribed and agreed-upon time frame. And as with all debts, it ...
August 5, 2019
Your house is not an Asset
The greatest lie ever told in America is the one about The American Dream. That the only way to truly prosper and live the Good Life in this country is ...
July 30, 2019
Useful Travel Tools: Service
This is the second post on useful travel tools, so perhaps I am starting a new series here at JoshOvermyer.com (albeit over a year apart). If you missed the first ...
July 25, 2019
4 trips to see Playing with FIRE
If you are reading this blog, there is a good chance you have already heard of the Playing with FIRE documentary and accompanying book, but for those who have stumbled ...
July 22, 2019
2019 mid-year recap
2019 is halfway over already, and I can’t decide if it’s been THISQUICK or i n c r e d i b l y s l o w. It’s been ...
July 14, 2019
When I say the word Leftovers, most of you will probably think of the extra portion of last night’s supper, that you package and take to work with you for ...
June 16, 2019
The ChooseFI guys say it all the time – it’s all about community and the genuine connections we make that help us along the path to Financial Independence. I live ...
June 12, 2019
I’m obsessive. Once I tried it, I just had to have more of it. The feeling was just so good, and I wanted it again. But each additional dose gave ...
June 5, 2019
Privilege of Lazy
Last week, I wrote a somewhat tongue-in-cheek post about being Lazy. If given the choice, I would rather laze about my house and stream some of my shows or watch ...
May 9, 2019
Lazy. For a short little word, it sure comes with a bad reputation. And it hangs out with a notorious crew of other words: fat, boring, stupid, sluggish. To be ...
April 30, 2019
I lucked into my credit score
I went to college in the early-to-mid 2000s, and I’m sure this sounds familiar to a lot of you. Tables would pop up around the campus with all sorts of ...
April 10, 2019
Lifetime Wealth Ratio
Have you ever wondered how much you have made (from W-2 income) in your life? If you started as a teenage like me, it can be hard to remember allllllll ...
March 18, 2019
Be a Quitter
For as long as I can remember, I was involved in extra-curricular activities. From swimming lessons at 18 months old and t-ball at 3 years old, to basketball in 4th ...
March 10, 2019
My DIY Bathroom Remodel
I bought my townhouse in April 2006 from a husband and wife duo; she was a Realtor and he was a contractor. They would buy properties together and flip them. ...
March 5, 2019
Comprehensive guide to beginner Travel Cards
Obligatory disclaimer: If you are not a person who can pay off your credit card bills in full and on-time each month, stop reading now! The techniques in this article ...
February 27, 2019
President’s Day Road Trip
In my previous job with State government (circa 2014-2018), I was in a position without benefits. That meant no paid holidays, vacation or sick time, and no pension contributions. So ...
February 25, 2019
Ingredients vs. Recipe
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 ...
January 30, 2019
Wrapping up 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 ...
December 16, 2018
Drank the Emergency Fund
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? ...
December 6, 2018
Twitter made me do it – New York City
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 ...
November 12, 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 ...
October 31, 2018
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 ...
October 23, 2018
Takeaways from FinCon18
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 ...
October 1, 2018
David Bach’s Latte Factor
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 ...
August 21, 2018
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 ...
August 9, 2018
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 ...
July 28, 2018
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 ...
July 27, 2018
Travel hacking trips page
(This post will be maintained periodically) I thought it would be a good idea to share a list of the trips that my travel hacking [obsession] has allowed me to ...
July 24, 2018
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 ...
July 10, 2018
My Freedom Trip – May 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 ...
June 30, 2018
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 ...
June 30, 2018
The 4% Rule is 100% Safe
If you’ve stumbled across my site and haven’t heard of the Trinity Study and the 4% Safe Withdrawal Rate, go ahead and click over to Google to read about it. ...
February 28, 2018
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 ...
February 22, 2018
Why do you work?
This is the post excerpt.
May 19, 2017