
Why Facing Mortality Changes How You Live | Dr. Kerry Burnight
In this episode, I sit down with gerontologist Kerry Burnight, who has spent decades working with people in their 80s, 90s, and even 100s. And what she’s learned might completely change how you think ...
15 Touko 49min

What Keeps You Together When Everything Falls Apart?
What happens when life changes all at once?In this deeply emotional conversation, Chip opens up about one of the hardest seasons of his life: facing stage 3 cancer again while grieving the loss of his...
13 Touko 30min

Feeling Stuck at 50: How to Find Your Magic and Start Again | Matt Ross
The moment everything starts falling apart might be the moment your life finally comes together.In this episode, Chip Conley sits down with entrepreneur and author of Grow or Fold, Matt Ross, to explo...
11 Touko 53min

What Horses, Death, and Nature Taught Me About Being Human | Kelly Wendorf
What if the life you built… no longer feels like yours?In this powerful episode, Kelly Wendorf joins Chip Conley for a raw conversation about loss, identity, and the moment everything shifts. From car...
8 Touko 50min

AI vs Humans: The One Skill AI Still Can’t Replace
AI is changing work faster than anyone expected… but most people are focusing on the wrong thing.In this episode, Chip Conley and Derek Gehl break down what AI actually means for your career, especial...
6 Touko 16min

The New Way Women Over 50 Are Choosing to Live | Elizabeth White
In this powerful conversation, Elizabeth White, author of 55, Underemployed, and Faking Normal, shares how losing everything during the recession led her to uncover a hidden crisis affecting millions ...
4 Touko 55min

You Were Never Meant to Think This Way | Angus Fletcher
In this episode, Angus Fletcher, a professor, author, and advisor to U.S. Army Special Operations, explains why so many people feel stuck even when life looks “right,” and what important human abiliti...
1 Touko 47min

Why Success Stops Making You Happy After 40
You checked all the boxes… so why does something still feel off? In this episode, Chip Conley and Derek Gehl explore what happens when success stops feeling like success, and why so many people hit th...
29 Huhti 25min



















