Retired Early and Feeling Lost. What’s Next?

How does it feel when you haven’t yet found your purpose after retiring early? In this episode, Jason talks with Eric about his three year journey exploring his post-FIRE purpose. In this episode, they discuss the phases of retirement, seeking out meaningful projects, lessons learned along the way, and much more. Be sure to check out the show notes below.


Show Notes

Essential Background:

Interested in more information about Jason’s decision not to pursue his private pilot’s certification? Check out his recent blog post, Catching up on life, in which he shares the details of why he recently put that long-held dream to rest.

Did you know Jason blogged regularly for the first 2+ years of his post-RE life? This included documenting his feelings on purpose and navigating his new post-career world. While he decided to archive that original blog, you can still access those old posts. Check out this post on his new blog for all the details on how you can get a free copy.

Taking Stock: A Hospice Doctor’s Advice on Financial Independence, Building Wealth, and Living a Regret-Free Life (also available as an audiobook) is Doc G’s recently published book. As you will readily glean from our conversation in the episode linked above, this text contains pure gold. It’s not at all a traditional FIRE book – and this is precisely why we found so much value in it. As a hospice doctor, Jordan Grumet has had a unique front-row seat to the regrets of his dying patients. And the stories he relates in this book will remind you to take stock of life now, before it is too late. Please do check it out and recommend it to those in your life!


Have you checked out the Two Sides of FI Discord server? If you’re not familiar, this is an instant messaging social network. Ours is meant to be a community for viewers of our show, as well as a space to discuss all things relation to FIRE. It’s totally open, free of charge, and is anonymous as you’d like. This makes it a safe space to talk about financial topics you might otherwise be sensitive about sharing. Come check it out and see if it fits your interests! There are both desktop and mobile apps available.

Did you know Jason resumed blogging? To be notified of his future posts, please consider subscribing here. He’s also archived his old blog, which documents the first two years after he retired from his career, and started even before Two Sides of FI began. Get more information on those archived posts here.


You can find information on the tools we mention in each episode along with additional information in the Resources section of this site.

The Health Risks of Early Retirement

If you’re not giving mental and physical health the same level of attention as your financial health, you’re playing with fire. In this episode, Jason talks with Eric about what steps he’s taking to prioritize his own wellness in early retirement, including a frank conversation about mental health. Here they discuss steps to promote wellness, the distinct challenges of retirement, and much more. Be sure to check out the show notes below, which include a link to a blog post Jason wrote to go along with this episode.


Show Notes

Subsequent to recording this episode, Jason wrote a blog post called “Let’s talk about mental health“. Check it out for additional insight beyond the conversation in this video.

Essential Background:

As we discussed in the episode, both Eric and Jason read physician Peter Attia’s book Outlive: The Science and Art of Longevity”. In the latter’s opinion, this is among the most important books retirees (or those anywhere on a FIRE path!) should read. To obtain a copy of this book in paperback, Kindle ebook, or Audible audiobook (read by the author), check out this link.

Unbeknownst to us at the time, we recorded this conversation on World Mental Health Day. For more on the essential topic of mental health and wellbeing, be sure to check out the WHO’s webpage on this subject.


Have you checked out the Two Sides of FI Discord server? If you’re not familiar, this is an instant messaging social network. Ours is meant to be a community for viewers of our show, as well as a space to discuss all things relation to FIRE. It’s totally open, free of charge, and is anonymous as you’d like. This makes it a safe space to talk about financial topics you might otherwise be sensitive about sharing. Come check it out and see if it fits your interests! There are both desktop and mobile apps available.

Did you know Jason resumed blogging? To be notified of his future posts, please consider subscribing here. He’s also archived his old blog, which documents the first two years after he retired from his career, and started even before Two Sides of FI began. Get more information on those archived posts here.


You can find information on the tools we mention in each episode along with additional information in the Resources section of this site.