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

Discover how ProjectionLab is revolutionizing early retirement planning. The hosts share their personal experiences and the tool’s user-friendly features, making financial management more accessible. Explore the benefits of scenario modeling and the importance of establishing a strong foundation in retirement strategies. Learn about the innovative new features that help users visualize complex financial decisions, along with the supportive community surrounding the tool. It's a deep dive into optimizing your path to financial independence!

Discover the critical financial elements to review yearly, particularly net worth and withdrawal rates. The hosts dive into personal savings strategies and the importance of tailored approaches to achieve financial independence. Hear insights about international investments, managing expenses, and rebalancing portfolios. They stress the value of budgeting for travel and adapting spending habits. Finally, reflect on the evolving mindset from pre to post-financial independence and the optimism for future goals.

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.

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.

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.

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.

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.

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.

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.