Podcast Episodes
Back to SearchIs This Goodbye?
Episode 109
Are we really ready to walk away from Two Sides of FI? In this candid conversation, Jason and Eric reflect on more than four years of recording together, what the project has meant, and whether it st…
Published on 12 hours ago
Early Retirement: How Things Have Changed for Us
Episode 108
Retirement doesn’t follow a script - it rewrites itself in real time. In this episode, Jason and Eric unpack why the classic “phases” of retirement actually overlap and how that feels day to day. The…
Published on 2 weeks ago
From Divorce to Financial Freedom: FI at 45
Episode 107
What happens when the plan was “we”… and now it’s just “me”? At 45, Kayla reached Financial Independence solo after divorce, living in the Bay Area without a tech salary. In this episode of Two Sides…
Published on 1 month ago
Am I Doing Retirement Wrong?
Episode 106
Most don't stop to think about how much they might be missing by working "just one more year." It's impossible to put a price tag on some of the experiences Eric + Jason have had since leaving full t…
Published on 2 months, 1 week ago
How Much Can You Really Spend in Retirement?
Episode 105
In Part 5 of our SWR Toolbox series, we answer your questions about our CAPE-based withdrawal strategy, how it compares to a fixed safe withdrawal rate approach, and much more. See the link below for…
Published on 2 months, 3 weeks ago
Are We Hiding Something? Our Real FIRE Portfolio + Expenses
Episode 104
Are FIRE content creators being honest about their numbers? YouTuber Duane isn't so sure. In this episode, Eric and Jason share detailed insights about their own FIRE numbers, portfolios, withdrawal …
Published on 3 months ago
Our Biggest Fears About Early Retirement
Episode 103
What’s the scariest part of retiring early? For many, it's not just about money—it's the unknowns that come after leaving work behind. In this candid conversation, Eric and Jason unpack the biggest f…
Published on 3 months, 2 weeks ago
Life After FIRE: Your Toughest Questions, Answered
Episode 102
After five years of early retirement and 100 episodes of Two Sides of FI, what have we learned? A lot—and we're sharing it all. To mark this milestone, Eric and Jason sit down for an honest, wide-ran…
Published on 4 months ago
2025 Market Chaos Blowing up our FIRE Plans?
Episode 101
With markets down at one point nearly 20% in 2025, is this the sequence risk moment we feared? In this episode, we reflect on recent market volatility, how it’s impacted our early retirement finances…
Published on 4 months, 2 weeks ago
What Should We Do With Bonds and Cash in a Crazy Market?
Episode 100
How should you respond to market conditions to ensure financial stability? Like the famous Mike Tyson quote says, "Everyone has a plan until they get punched in the mouth". In this episode, Eric talk…
Published on 4 months, 3 weeks ago