Stuck at 50? How to Make a Midlife Career Change Without Starting Over
What if midlife isn’t the end of your career story but the smartest place to rewrite it?
In this episode of Wisdom Wednesday, Chip Conley joins Derek Gehl to unpack what really happens when people feel stuck at midlife, and why career change after 50 doesn’t require starting over or burning everything down. Drawing on his journey from boutique hotels to Airbnb to founding the Modern Elder Academy, Chip offers a grounded, hopeful roadmap for reinvention that actually works in the real world.
In this episode, you’ll learn:
If you’re questioning your work, your direction, or what the next chapter should look like, this conversation will help you reframe what’s possible.
👉 Watch the episode, reflect on what’s calling you next, and take the first small step forward.
