Two Sides of FI

Latest Episodes:

She Worked 25 Years for This? Year 2 Retirement Update. Oct 11, 2026

Show notes

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/

REWIND: What’s Wrong with This Popular Retirement Strategy? Sep 20, 2026

Show notes

Do you worry about running out of money in retirement? How do you draw down your assets without tanking your portfolio? Eric + Jason talk with FIRE bloggers Karsten Jeske and Fritz Gilbert about the bucket strategy. Is it a reasonable withdrawal plan or nothing more than a gimmick? They discuss alternative approaches, how to generate a retirement paycheck, and the role of cash. Whether you’re interested in FIRE or on a traditional retirement path, you can’t afford to miss this episode!

show notes: https://twosidesoffi.com/bucketstrategy/

We Have Enough. So Why Is Spending Still Hard? Aug 30, 2026

Show notes

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

REWIND: What I Learned in My First Year of ”Early Retirement” Aug 04, 2026

Show notes

Retiring at 47 is early by any definition. In this 2SFI Rewind episode, Jason reflects on his first year in early retirement. Not everything went smoothly as you might expect. Learn what's changed, what's been better, what's worse, and - importantly - has it lived up to his expectations? If you're excited to reach this milestone but still harbor some reservations about crossing into "retirement", Jason offers a grounded, thoughtful perspective on what to expect and how to prepare for such a life-altering transition.

Read more about his journey on his blog, starting with the post that originally accompanied this episode: https://www.thenextphaseisnow.com/p/yearone

Year 2 vs. Year 7: What Early Retirement is Really Like Apr 12, 2026

Show notes

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: ht tps://twosidesoffi.com/year2/

Thinking About Slow Travel After FI? Watch This First Dec 14, 2025

Show notes

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? Sep 21, 2025

Show notes

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 Sep 07, 2025

Show notes

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 Aug 17, 2025

Show notes

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? Jul 13, 2025

Show notes

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

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