Exercising Optionality With FIRE: Quitting Work... Then Going Back - JT | MHFI 329

July 21, 2026 01:19:02
Exercising Optionality With FIRE: Quitting Work... Then Going Back - JT | MHFI 329
Mile High FI Podcast
Exercising Optionality With FIRE: Quitting Work... Then Going Back - JT | MHFI 329

Jul 21 2026 | 01:19:02

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Show Notes

Doug chats with JT about quitting his tech job due to burnout, taking time off to spend with family & decompress, but ultimately deciding to return to work.  JT discusses his sudden decision to give an eight-day notice, the psychological transition of being “unemployed” vs. “retired”, why the FI community can sometimes be too prescriptive about never working again, and how he evaluated a new opportunity at a startup while emphasizing optionality, boundaries, and success criteria to avoid repeating burnout.  

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0:00 Introduction

2:02 Quitting

9:44 Reflections on burnout

15:45 Activities since leaving work

22:57 Structure & daily routine

31:21 FI journey

37:39 Spending changes

43:32 Optionality & continuing to work

49:36 Would you do it for free?

55:41 Success criteria for returning to work

1:02:00 Value of additional money

1:06:36 Work vs. early retirement

1:13:51 Soundcheck – Book minimalism

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