

Two Sides of FI
Jason and Eric
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.
Episodes
Mentioned books

21 snips
Jan 19, 2025 • 47min
How Do I Know When I'm Ready to Retire?
Determining the right time to retire isn't just about finances; emotional readiness plays a crucial role. Personal experiences reveal the struggles faced when transitioning away from work. The impact of COVID-19 on retirement planning is explored, highlighting the need for a balanced approach. Listeners are encouraged to embrace new identities and purposes in retirement, emphasizing personal growth and community involvement. Ultimately, the journey includes setting boundaries and finding joy in newfound freedom.

Jan 7, 2025 • 37min
What No One Tells You About Purpose and Happiness in Retirement
In this conversation, Jordan "Doc G" Grumet shares his insights as a hospice physician and author on finding purpose in retirement. He distinguishes between 'big P' and 'little p' purposes, urging listeners to create personal fulfillment beyond societal expectations. The discussion highlights how reflecting on regrets can motivate meaningful activities and the joy of rediscovering passions overlooked during careers. Doc G emphasizes the essential role of relationships in achieving true happiness and navigating purpose anxiety in post-work life.

Dec 29, 2024 • 27min
BONUS: Retired Early and I Hated It - How NOT to FIRE, Part 2 (Post-FI/RE)
Imagine reaching financial independence only to find it unfulfilling. This discussion highlights personal stories of early retirees who struggled with feelings of depression and a lack of purpose. Without workplace motivation, some faced social isolation, while others found budgeting inadequate for their desired lifestyle. Emphasizing the need for mental preparation, the conversation encourages self-reflection and meaningful engagement in post-retirement life to avoid aimlessness. It’s a candid look at the unexpected realities of the FIRE journey.

Dec 29, 2024 • 36min
BONUS: How NOT to FIRE - Part 1 (Pre-FI/RE)
Dive into the struggles of chasing financial independence with real-life tales of missteps. Discover the dangers of aggressive investing, including market losses and sector pitfalls. Hear poignant stories of individuals regretting extreme frugality and the emotional toll it takes on relationships. The hosts stress the importance of balancing enjoyment with savings while advocating for smart, diversified investment strategies. It's a cautionary yet enlightening exploration of the highs and lows on the journey to financial freedom.

Dec 15, 2024 • 43min
Retiring (Early) in 5 Days. Am I Ready?
Laura Reinhold, a 51-year-old scientist, shares her candid experiences as she approaches early retirement after decades in her research lab. She reflects on the emotional turmoil of leaving behind a fulfilling career and the bittersweet nature of goodbyes. Laura confesses to unexpected tears during exit rituals and grapples with her professional identity shift. The conversation dives deep into the psychological challenges of financial independence and the value of time over money, providing profound insights for anyone contemplating a major life transition.

Dec 1, 2024 • 48min
How Options Trading Led this Engineer to Financial Independence in His 30s
David Sun, an electrical engineer turned hedge fund manager, achieved financial independence in his 30s through options trading. He shares how he stumbled into this world during the 2008 financial crisis and established a hedge fund within a decade. David discusses building a trading community through his podcast, The Tradebusters, and emphasizes the importance of risk management in options trading. Discover how options can complement a FIRE portfolio and the value of disciplined strategies for long-term financial growth.

Nov 17, 2024 • 59min
Early Retirement + Group Travel: What Works, What Doesn’t
Discover the trials and triumphs of group travel, especially from a recent adventure in Peru. Unpack the importance of travel insurance and learn how to choose the right tour group. Hear firsthand experiences of navigating group dynamics and the value of knowledgeable guides. Explore how community connects fellow travelers, and weigh the pros and cons of structured itineraries versus solo exploration. Delve into the financial aspects of group tours and how they can enhance or hinder your travel experience.

Oct 27, 2024 • 47min
Does Retirement = Happiness?
What happens when retirement doesn’t bring the joy you expected? The conversation dives into the bittersweet surprises of early retirement, where boredom and disappointment can creep in. Personal experiences highlight the importance of mindful travel and quality time with loved ones. They discuss the identity shifts and emotional complexities that come with newfound freedom. Structured planning emerges as key to happiness, while lighthearted moments about travel styles add humor to the deep reflections on life's transitions.

4 snips
Sep 22, 2024 • 42min
Empty Nest, New Challenges: What’s Next After Early Retirement?
The hosts candidly discuss the emotional rollercoaster of becoming empty nesters after early retirement. They reflect on the bittersweet mix of newfound freedom and the poignant sense of loss as kids leave home. Navigating identity shifts becomes a central theme, as they explore redefining their purpose beyond parenting and careers. Personal anecdotes highlight the search for fulfillment through new hobbies and volunteering. The importance of social connections and humor in this transformative phase adds a relatable touch to their journey.

Aug 26, 2024 • 43min
Financial Independence at 50 (Finally!)
Eric, who achieved financial independence at 50, and Laura, a research scientist embracing the FIRE movement, share their inspiring journey. They discuss their flexible approach to retirement planning and the emotional challenges that come with shifting goals. Listen in as they cover vital topics like their investment strategies, health insurance through ICHRA, and the importance of family experiences, illustrated by a memorable fishing trip. Their candid insights reveal what true financial independence looks like and how to balance life’s pleasures with savvy planning.