Burnout, Boundaries & Breaking CEO Rules with Lindsey Epperly of Jet Set Travel

Lindsey Epperly, founder of Jet Set World Travel, sits down to unpack the realities of stepping away from your life's work, navigating burnout, and redefining success. Fresh off her own transition from CEO to chairwoman, Lindsey shares how major life shifts, unexpected crises, and even medical scares reshaped her understanding of identity and purpose. Listen in for a candid conversation on turning burnout into breakthroughs, practical strategies to truly recharge on your next vacation, and why sometimes stepping back is the best way forward. Plus, Lindsey dishes on emerging travel hotspots (hello, Slovenia!), fun travel trends, and her mantra to "create fun and celebrate constantly."

Episode Highlights:

[02:15] Lindsey's major announcement—stepping down as CEO

[06:30] From accidental job at 19 to building Jet Set World Travel

[12:45] Navigating identity shifts and decoupling from your business

[19:05] Facing entrepreneurial burnout and imposter syndrome

[25:40] Lindsey’s medical scare and gaining perspective

[32:10] "Choosing yourself" and why waiting to be picked never works

[35:50] Inside Lindsey’s two-month sabbatical in Portugal

[42:20] How to actually recharge on vacation (and why you need at least 10 days)

[49:30] Lightning Round: travel trends, underrated countries, airport must-haves

Links Mentioned:

Connect with Lindsey on Substack: lindseyepperly.substack.com

Lindsey’s Podcast: Who Made You The Boss?

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