
Two Sides of FI
Two lifelong friends document and share their personal journey as they seek to become financially independent and retire early (FIRE). One achieves his FIRE goal in 2020 during a global pandemic, inspiring the other to play catch-up. Whether you are new to the FIRE movement, already on your FIRE journey, or have retired early, there’s something here for you. Go beyond the numbers and get the personal stories as experienced by Eric and Jason.
Latest episodes

Apr 14, 2024 • 44min
Retiring Early Made This Possible
Two friends discuss recent life changes, early retirement plans, and a transformative hiking trip along the Camino Portuguese. They explore the joys of traveling post-FI, the benefits of solitude, navigating travel plans, home concerns, and the complexities of balancing business and personal challenges. The episode also delves into preparing for the college journey, culinary explorations, and connecting with the FI community.

Mar 17, 2024 • 39min
One Step Closer to FI/RE - Preparing to Give Notice
Eric and Laura discuss their preparations as they near their FI number and Laura prepares to notify her employer that she's leaving. Recorded in the fall of 2023, this behind-the-scenes discussion was prepared for release on the week that Laura submits her resignation letter (which she did on Thursday!) They discuss their hesitations, changes of heart, and ready themselves for what's ahead.
Show notes + resources: https://twosidesoffi.com/one-step-closer-to-fi

Feb 26, 2024 • 54min
Retired Early to USVIs, Florida, and Spain: How They Did It
Have you considered living a life outside of your home country in retirement? Jeff went from broke at 38 to financially independent at 45 with six rental properties supporting them. He and his wife relocated to St Thomas, USVI for a few years, bought a rental property in Puerto Rico and now they’re preparing to relocate to Spain. So, if you’ve considered what a life outside the mainland US might look like, I think you’ll find his story interesting.
Show notes: https://twosidesoffi.com/retirementality

Feb 4, 2024 • 35min
My Healthcare Costs in Early Retirement (Year 3)
Discover the staggering reality of healthcare costs in early retirement. The hosts dive into the complexities of selecting plans within the ACA, emphasizing the importance of ongoing evaluations. They discuss strategies for managing income to maximize premium tax credits and the unexpected challenges of out-of-pocket expenses. Listeners will learn about the nuances of deductibles and the limitations of ACA coverage. Overall, the conversation highlights the critical need for financial planning and tracking in maintaining health and budget stability.

Jan 21, 2024 • 42min
FI-nancial Checkup: New Year Routines + Goals for 2024
What financial lessons did we learn last year and what will we do differently in 2024? In today's episode, Eric and Jason discuss their end of year review processes. Topics include investing goals, their net worth reviews, lessons learned, and much more.
Show notes: https://twosidesoffi.com/newyear

Jan 7, 2024 • 43min
Financially Independent, Recreationally Employed (FIRE)
The hosts discuss perspectives on early retirement within the financial independence community, reflecting on saying no and down-ramping work intensity. They also explore defining post-work life, motivation and fear when it comes to reaching financial goals, and navigating retirement challenges. The chapter concludes with a discussion on energy, sleep, and excitement for future conversations.

Dec 3, 2023 • 38min
Did We Budget Enough for Travel in Early Retirement?
The hosts discuss their plans for travel in early retirement, including budget considerations and potential conflicts. They explore living in expensive cities, house exchange, and joking about living together. They also talk about planning budget-friendly hiking trips and a future journey called the Camino, as well as the importance of being informed and prepared for safe retirement travel.

Nov 19, 2023 • 42min
Retired Early and Feeling Lost. What’s Next?
Retired early but feeling lost? This podcast explores the phases of retirement, seeking meaningful projects, self-criticism, concerns about apathy, and using AI as a creative partner.

Nov 5, 2023 • 39min
The Health Risks of Early Retirement
In this discussion, Eric shares his journey prioritizing wellness after early retirement. He emphasizes that mental and physical health must be addressed alongside financial independence. The conversation delves into lifestyle changes and the challenges of maintaining healthy habits post-career. Eric highlights the value of professional mental health support and the societal shift toward accepting mental wellness as vital. Overall, it’s a candid look at navigating self-discovery and the importance of proactive health management during retirement.

Oct 22, 2023 • 39min
One More Year: My Decision to Postpone Early Retirement
Can you imagine changing your mind about retiring early just as the finish line comes into view? What factors could cause someone to consider working one more year? In this episode, Eric talks with Jason about the idea to delay his retirement. Topics covered include why he's considering it, getting agreement with your spouse, how others reacted to the idea, and much more.
Show notes: https://twosidesoffi.com/OMY
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