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Two Sides of FI

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Rating
★★★★★
4.9
from
453 reviews
This podcast has
111 episodes
Language
English
Explicit
No
Date created
2021/03/29
Latest episode
2026/10/11
Average duration
45 min.
Release period
42 days

Description

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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Podcast episodes

Check latest episodes from Two Sides of FI podcast


She Worked 25 Years for This? Year 2 Retirement Update.
2026/10/11
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 her own laboratory. Before leaving, she had plenty of questions. Would she miss the work? Her colleagues? The sense of purpose and identity that came with being a scientist? And what would happen when the structure she'd known for decades dropped away? Now that she's had some time to experience life after work, we're revisiting those questions. We talk about what Laura misses (and what she doesn't), the unexpected emotional side of giving up a paycheck, finding purpose without a job title, and what it's been like spending more time together than at any other point in our relationship. We also dig into a piece of conventional retirement advice that Laura chose to ignore: the idea that you need to retire to something. Was that a mistake? Has the retirement honeymoon worn off? And would she ever consider going back to work? Along the way, we answer questions from our audience about friendships, daily routines, staying healthy, intellectual curiosity, and what a fulfilling retirement actually looks like when you're living it. If you're approaching financial independence, particularly after a career you've invested decades in building, you'll find plenty to consider in this conversation. Show notes: https://twosidesoffi.com/laurayear2/
We Have Enough. So Why Is Spending Still Hard?
2026/08/30
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 a fee-only advisor delivered a surprising verdict: spend more. Learn why unwinding the accumulation mindset is harder than the math, how "life support" for adult kids reshapes the budget, and why unstructured time might be the truest form of wealth - and much more. Show notes: https://twosidesoffi.com/spendmore
Year 2 vs. Year 7: What Early Retirement is Really Like
2026/04/12
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 points. They cover decision fatigue, the challenge of replacing work's structure, and why the emotional side of retirement rarely gets the attention it deserves. Show notes: https://twosidesoffi.com/year2/
Thinking About Slow Travel After FI? Watch This First
2025/12/14
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, compare how Eric+Jason manage expenses, and whether they would do it again - and much more. Show notes: https://twosidesoffi.com/slowtravel
Is This Goodbye?
2025/09/21
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 openly about the rewards of community and connection, the challenges of generating new topics, and the weight of obligations in retirement. Is this the end, or just a pause? Show notes: https://twosidesoffi.com/goodbye Jason's blog post: https://www.thenextphaseisnow.com/p/goodbye
Early Retirement: How Things Have Changed for Us
2025/09/07
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 super-saver to intentional spender, using side income (like options trading or creative work) to fund experiences without derailing the plan, and how travel has changed for them. No matter where you are on the FIRE path, there's something here for you. Show notes: https://twosidesoffi.com/phases
From Divorce to Financial Freedom: FI at 45
2025/08/17
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 finances, overcame her fear of investing, and designed a plan that works without a partner’s income or support. In this episode, Learn how a saving mentality and discovering the FIRE community in her 30s led her to the realization that early retirement was within her reach and how she achieved it. Show notes: https://twosidesoffi.com/kayla
Am I Doing Retirement Wrong?
2025/07/13
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, they talk about things they'd never have done before retiring early, the freedom that FIRE afford, and much more. Don't miss the show notes below for details on their work history and their journeys to financial independence. Show notes: https://twosidesoffi.com/wrong
How Much Can You Really Spend in Retirement?
2025/06/29
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 tutorials and a host of supportive content in the show notes. FREE SWR tool and show notes: https://twosidesoffi.com/toolbox
Are We Hiding Something? Our Real FIRE Portfolio + Expenses
2025/06/15
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 "retired." They also explain why context matters more than a single number, and get honest about how content creation fits into their financial picture. If you've ever wondered how real people make FIRE work, this one’s for you. Show notes: https://twosidesoffi.com/numbers
Our Biggest Fears About Early Retirement
2025/06/01
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 to FIRE, from financial worries and healthcare to identity shifts and societal judgment. Whether you're planning your own early retirement or already there, this episode will help you feel less alone and more prepared. Show notes: https://twosidesoffi.com/fears
Life After FIRE: Your Toughest Questions, Answered
2025/05/18
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 community. We cover everything from money and mindset shifts to healthcare, travel, and even music choices. Whether you're already on your FIRE path or just curious what life really looks like on the other side, this conversation is for you. Show notes: https://twosidesoffi.com/episode100
2025 Market Chaos Blowing up our FIRE Plans?
2025/05/04
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, and whether our original FIRE strategy can still hold up. We also catch up post-Liberation Day and share how our thinking has evolved after real-world stress testing our withdrawal plan. If you're navigating FIRE in 2025—or just wondering what a 20% portfolio loss feels like—this one's for you. Show notes: https://twosidesoffi.com/chaos
What Should We Do With Bonds and Cash in a Crazy Market?
2025/04/27
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 talks with Jason about an unexpected opportunity to update his early retirement portfolio. Topics discussed include bond and cash allocations, asset location, and what they're doing to manage extreme market volatility. Show notes: https://twosidesoffi.com/bonds
It's Harder to Retire Than I Expected
2025/03/09
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 down his business. Are we just wired to work hard or is there more to it? We discuss why Eric can't stop working, how it affects his spouse, and what Jason has learned in his five years of RE. Show notes: https://twosidesoffi.com/crisis

Podcast reviews

Read Two Sides of FI podcast reviews


4.9 out of 5
453 reviews
★★★★★
JBSATMAN 2026/06/06
Great show for the RE crowd.
I’m going back from the beginning on this one, since they don’t really update it anymore. It’s still a great resource. I just retired myself at age 51...
★★★★★
ART7152 2025/12/14
Slow travel
54 with plans to retire at 56. Based on the cost of our last 2 vacations (2 weeks Europe); my budget of $10,000 a year in retirement won’t make it. My...
★★★★★
Neoteric5 2025/11/06
Wonderful content on FI and retirement
I love how these guys share their experiences both approaching and following financial independence. I especially like when they discuss the emotional...
★★★★★
D-man-1298 2025/10/29
A window into the life of FIRE
As of fall 2025, they are currently on pause or maybe done for good. But it doesn’t matter. If you run into this podcast years down the road and see i...
★★★★★
Mr_Moose_Man 2025/09/24
No ... I already miss you guys.
No ... I already miss you guys. I wanted to take a moment to thank you both for the high-quality content that you've put out to the world and your wi...
★★★★★
Sdfgjj 2025/09/22
Thank you!
Love the balance of technical and behavioral aspects of FI. Great show! Update- listening to what may be your last show. Just wanted to say thank you...
★★★★★
Outside SalesRep 2025/09/11
Love this Podcast!!
This review is long overdue. I have listened to many Financial Independence podcasts and I have learned so much about FIRE. Two sides of FI was exactl...
★★★★★
jdjeicbeialcne 2025/08/28
A Must Listen
This is a must listen podcast for the fire community! I’ve been living the FIRE lifestyle for 10 years, and this is the best podcast and conversations...
★★★★★
Cyzzl 2025/08/26
Refreshing perspectives
I’m working my way through the catalogue from day 1 and it has been a super interesting and relatable journey. Far from retiring myself, currently one...
★★★★★
Jenise H. 2025/08/17
My Favorite Podcast
Jason and Eric do a great job having conversations each episode on dedicated topics. It feels very organic, and I enjoy that they talk about the menta...
check all reviews on apple podcasts

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