I Asked Claude to Build Me an Early Retirement Simulator: The Results Blew Me Away I’ve been using Claude Code quite a bit for various things related to my affiliate site, and have been blown away by how fast and capable it is. But beyond my affiliate work, I’m also an accidental early retiree, and… Continue reading FREE Early Retirement Simulator Prompt (Built With Claude AI)
Early Retirement
Cash Management in Early Retirement
**Updated April 10th, 2026** Cash management in early retirement has turned out to be a rather stressful endeavor. When I first negotiated my severance and left corporate America, it was easy to know that I still had money coming in for a while. But eventually, the gravy train runs dry, and then I was left… Continue reading Cash Management in Early Retirement
How To Pay $0 Tax in Early Retirement
Disclaimer: this article is for informational purposes only, and should NOT be taken as legal, financial, or tax advice. My wife and I have paid $0 in taxes from 2021 to 2025. But we didn’t cheat. And we’re not scamming the government. The tax code favors early retirees. Here is how anyone can do it:… Continue reading How To Pay $0 Tax in Early Retirement
Celebrating 5 Years of Blogging
Well, here we are at the New Year again, which incidentally coincides with my 5-year blogging anniversary! But let’s be honest, I didn’t do too much blog-wise this year. 2025 was a year in which I was heavily focused on selling my affiliate site (which I did not end up selling due to a lack… Continue reading Celebrating 5 Years of Blogging
Celebrating 5 Years of Early Retirement
Today, I celebrate my 5-year anniversary of leaving my CEO gig to retire early!!! Wow. Nuts. Insane. Just a few words that come to mind. Of course, my early retirement at times hasn’t FELT like retirement…especially during the many times when I’ve managed to overextend myself with side hustles. But then I go on a… Continue reading Celebrating 5 Years of Early Retirement