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

from Culture Changers with Allison Hare · host Lindsey Epperly, Allison Hare

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-havesLinks Mentioned:Connect with Lindsey on Substack: lindseyepperly.substack.comLindsey’s Podcast: Who Made You The Boss? Be sure to rate, review, and follow this podcast on your player and also, connect with me IRL for more goodness and life-changing stuff.Schedule a FREE podcast clarity call with me - Your future audience is out there. Talk to them!Sign up for the free weekly emailAllisonHare.comFollow me on Instagram, LinkedIn, Facebook, and YouTube.DOWNLOAD the free podcast equipment guide- No guesswork, no google rabbit holes, start recording todayReb3l Dance Fitness - Try it at home! Free month with this link.Feedback and Contact:: [email protected]

What this episode covers

Lindsey Epperly, former CEO of Jet Set Travel reveals how stepping away can unlock your next chapter—tackling burnout, identity, and what real rest looks like.

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

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This episode is 42 minutes long.

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This episode was published on April 24, 2025.

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