Why Most Corporate Escapees Fail (And How to Avoid It) episode artwork

EPISODE · Jan 13, 2026 · 18 MIN

Why Most Corporate Escapees Fail (And How to Avoid It)

from The Corporate Escapee: Sometimes You Gotta Say WTF

Why do so many people leave corporate… only to end up going back? In this solo episode, Brett breaks down the two core reasons most corporate escapees fail—and more importantly, how to avoid them. Failure here doesn’t mean experimenting and choosing corporate again. It means wanting out, trying to go solo, and giving up before momentum ever takes hold. If you’re thinking about leaving corporate—or you’ve already made the leap—this episode will help you understand what really trips people up and how to build a path that actually sticks. Resources Mentioned  The Escapee Collective – A milestone-based community designed to help corporate escapees get out and stay out: Link: https://escapee-collective.circle.so/checkout/the-escapee-collective What You’ll Learn in This Episode • Why not getting an early win is the fastest way to lose confidence • How long gaps without income create doubt, panic, and backtracking • Why most escapees don’t lack skills—they lack momentum • The hidden cost of isolation and loneliness when you go solo • Why “doing it alone” dramatically increases emotional swings • How peer support and feedback shorten the learning curve • Why community works better when people are at similar stages • The difference between education, theory, and applied learning • What successful long-term escapees all have in common Key Takeaway Going solo doesn’t fail because you’re not smart enough or experienced enough. It fails when: • You don’t get a win early • You try to figure everything out alone Momentum and connection matter more than perfection. Resources Mentioned  The Escapee Collective – A milestone-based community designed to help corporate escapees get out and stay out: Link: https://escapee-collective.circle.so/checkout/the-escapee-collective You can also reach out directly to Brett on LinkedIn with questions about the community or your escape path.

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Why Most Corporate Escapees Fail (And How to Avoid It)

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This episode was published on January 13, 2026.

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