PodcastsBusinessTwo Sides of FI

Two Sides of FI

Jason and Eric
Two Sides of FI
Latest episode

110 episodes

  • Two Sides of FI

    Thinking About Slow Travel After FI? Watch This First

    14/12/2025 | 42 mins.

    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

  • Two Sides of FI

    Is This Goodbye?

    21/9/2025 | 40 mins.

    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

  • Two Sides of FI

    Early Retirement: How Things Have Changed for Us

    07/9/2025 | 40 mins.

    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

  • Two Sides of FI

    From Divorce to Financial Freedom: FI at 45

    17/8/2025 | 48 mins.

    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

  • Two Sides of FI

    Am I Doing Retirement Wrong?

    13/7/2025 | 36 mins.

    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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About Two Sides of FI

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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