Latest Episodes
April 01, 2026
What Happens When The Party Ends
In this solo episode, Diana Oehrli draws a fascinating contrast between two ways of looking at the same world. Her cousin Daisy Prince, founder...
00:10:22
March 30, 2026
Ep30 Roman-Marcus Rittweger—Stay Steady, Don't Flinch: How a Serial Founder Found Purpose, Stillness, and the One Thing Success Can't Buy
In this episode of Pressures of Privilege, host Diana Oehrli reconnects with a longtime friend whose life story reads like three careers collapsed into...
00:50:29
March 25, 2026
I Keep Climbing Mountains (And Missing The Point)
In this solo episode of The Pressures of Privilege, host Diana Oehrli does something most high achievers never do. She stops. She looks back....
00:05:56
March 24, 2026
Ep29 Daniel Kertész—Death, Divorce, and the Conversations Wealthy Families Refuse to Have
In this episode of , host Diana Oehrli sits down with é — Swiss entrepreneur, family advisor, mediator, and author of Family Mind: Overcoming...
00:57:31
March 18, 2026
The Problem With Idealizing The Poor
In this solo episode of The Pressures of Privilege, host Diana Oehrli opens with a memory that stopped her cold — standing in the...
00:11:29
March 18, 2026
Ep28 Bill Burnett—How to Design a Life That Feels Like Yours When Success Is No Longer Enough
What happens when you spend decades winning at a game you never actually agreed to play? In this episode of Pressures of Privilege, host...
00:51:57