The Pressures of Privilege

Privilege is supposed to set you free. So why doesn't it? The Pressures of Privilege goes inside the worlds of wealth, status, achievement, and family legacy—with inheritors, founders, advisors, doctors,...more

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Latest Episodes

Ep48 Anna Holtzman—How to Stop Earning Your Right to Belong When You Were Born Into Privilege

August 23, 2026

Ep48 Anna Holtzman—How to Stop Earning Your Right to Belong When You Were Born Into Privilege

In this episode of Pressures of Privilege, host Diana Oehrli sits down with Anna Holtzman, a psychotherapist in private practice in New York City...

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00:58:39

Ep47 Jolanthe de Koning—How to Let Go of Perfect When Achievement Is Your Whole Identity

August 16, 2026

Ep47 Jolanthe de Koning—How to Let Go of Perfect When Achievement Is Your Whole Identity

In this episode of Pressures of Privilege, host Diana Oehrli sits down with Jolanthe de Koning, PhD researcher, yoga teacher, and founder of Amid...

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00:54:28

Ep46 Todd Sarner—How to Raise Resilient Kids When You're Already Doing Everything Right

August 09, 2026

Ep46 Todd Sarner—How to Raise Resilient Kids When You're Already Doing Everything Right

Why do children who have every advantage in the world still struggle to handle a simple no? In this episode of Pressures of Privilege,...

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01:17:46

Ep45 Jeanne Omlor—How to Find What You Truly Want When Money and Power Still Feel Like Isolation

August 03, 2026

Ep45 Jeanne Omlor—How to Find What You Truly Want When Money and Power Still Feel Like Isolation

What happens when everything you've worked to acquire starts working you instead? In this episode of The Pressures of Privilege, host Diana Oehrli sits...

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00:55:00

Ep44 Graham Hawley—How to Take Your Health Back When the System Profits From You Staying Sick

July 26, 2026

Ep44 Graham Hawley—How to Take Your Health Back When the System Profits From You Staying Sick

What if the exhaustion, the cravings, and the diagnoses you've been told are just "getting older" are actually working exactly as designed? In this...

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00:57:00

Ep43 Dr. Gloria Vanderhorst—How to Raise a Son Who Can Actually Feel When Boyhood Teaches Him Not To

July 20, 2026

Ep43 Dr. Gloria Vanderhorst—How to Raise a Son Who Can Actually Feel When Boyhood Teaches Him Not To

What if the wider emotional range boys are born with is trained out of them before they can talk? In this episode of The...

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01:01:10

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