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About This Podcast
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.
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Recent Episodes
Year 2 vs. Year 7: What Early Retirement is Really Like
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…
Thinking About Slow Travel After FI? Watch This First
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…
Is This Goodbye?
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…
Early Retirement: How Things Have Changed for Us
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.…
From Divorce to Financial Freedom: FI at 45
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…
Am I Doing Retirement Wrong?
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…
How Much Can You Really Spend in Retirement?
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…
Are We Hiding Something? Our Real FIRE Portfolio + Expenses
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…
Our Biggest Fears About Early Retirement
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…
Life After FIRE: Your Toughest Questions, Answered
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,…
2025 Market Chaos Blowing up our FIRE Plans?
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…
What Should We Do With Bonds and Cash in a Crazy Market?
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…
It's Harder to Retire Than I Expected
Do some find it hard to retire because they don't know how to stop working? In today's episode, Eric talks with Jason about the challenges he's experienced after achieving FI, finding it hard to ramp…
How We're Using ProjectionLab in (Early) Retirement
Why has ProjectionLab quickly become one of the most popular early retirement planning tools? In this episode, learn why PL is an essential software package for both Eric and Jason. Topics covered…
Are You on Track? Our 2024 Financial Review
What are the critical financial elements to track and review each year pre- and post-FI? In this episode, Eric and Jason share their processes and learnings from their 2024 annual review. Topics…
How Do I Know When I'm Ready to Retire?
How do you know when it's the right time to retire? Most on the FIRE path focus on the financial elements because in essence, they're the easiest part of the equation. But many people struggle with…
What No One Tells You About Purpose and Happiness in Retirement
Worried about finding purpose in retirement? Most people are, but in reality it's easy to address these fears head-on. In this episode, Eric + Jason are joined by Jordan "Doc G" Grumet, a hospice…
BONUS: Retired Early and I Hated It - How NOT to FIRE, Part 2 (Post-FI/RE)
This is the second of two bonus episodes, pulled from the year one archives of Two Sides of FI. Imagine hitting your FI number, retiring early, and discovering you hate it? In this episode we discuss…
BONUS: How NOT to FIRE - Part 1 (Pre-FI/RE)
This is the first of two bonus episodes, pulled from the year one archives of Two Sides of FI. On the path to financial independence, there are ample opportunities for mistakes and missteps. In this…
Retiring (Early) in 5 Days. Am I Ready?
What's it really like to be 5 days away from early retirement? Join Laura, a 51-year-old scientist, as she discusses her final days running her research lab. From wrestling with the "Am I really…
Frequently Asked Questions
Two Sides of FI has published 111 episodes since February 2021, covering topics in Business, Education.
Two Sides of FI is currently declining with new episodes every 2 weeks. Average episode length is 39m.
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