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Two Sides of FI

by Jason and Eric
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Latest episodes

  • She Worked 25 Years for This? Year 2 Retirement Update.

    October 11, 2026 · 52 min

    What happens when you walk away from a career you've spent 25 years building? Nearly two years into early retirement, Laura's answers might surprise you. She retired at 51 after a career in biomedical research, including 13 years running…

  • We Have Enough. So Why Is Spending Still Hard?

    August 30, 2026 · 52 min

    Your FIRE plan worked — so why is spending still so hard? In this episode, Jason (year 7) and Eric (year 2) share a candid early retirement update. Both portfolios have grown well above their FIRE numbers despite years of withdrawals, and…

  • Year 2 vs. Year 7: What Early Retirement is Really Like

    April 12, 2026 · 47 min

    Is early retirement everything you imagined or does the reality take years to settle into? In this honest check-in, Jason (year 2) and Eric (year 7) compare notes on what post-FIRE life actually feels like from two very different vantage…

  • Thinking About Slow Travel After FI? Watch This First

    December 14, 2025 · 42 min

    Is slow travel in retirement all that we hoped or is the dream far better than the reality? In this episode, Jason talks with Eric about his recent experiences during a month-long US road trip. Learn how the trip ended up way over budget…

  • Is This Goodbye?

    September 21, 2025 · 41 min

    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 still fits into their lives. They talk…

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  • Early Retirement: How Things Have Changed for Us

    September 7, 2025 · 41 min

    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. They dig into the challenges of switching…

  • From Divorce to Financial Freedom: FI at 45

    August 17, 2025 · 48 min

    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 of FI, she shares how she rebuilt her…

  • Am I Doing Retirement Wrong?

    July 13, 2025 · 36 min

    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 time work behind. In today's episode…

  • How Much Can You Really Spend in Retirement?

    June 29, 2025 · 45 min

    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 all of our toolbox videos including…

  • Are We Hiding Something? Our Real FIRE Portfolio + Expenses

    June 15, 2025 · 31 min

    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 rates, and what it actually means to be…

  • Our Biggest Fears About Early Retirement

    June 1, 2025 · 51 min

    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 fears they and others faced on the path…

  • Life After FIRE: Your Toughest Questions, Answered

    May 18, 2025 · 1 hr 18 min

    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-ranging AMA based on questions from our…

Full episode archive on Apple Podcasts →

About the show

You're listening to Two Sides of FI, a conversation between two lifelong friends about financial independence - what it takes to get there and what comes after. One of us reached FI in 2020, the other in 2024. We started this show to document our different paths, and now that we're both post-FI, we're still figuring out how to use the freedom we spent years working toward. I'm Eric and I'm joined by my friend Jason, and this is our story.