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

Ep26 Octavian Graf Pilati—How a 25-Year-Old Saved His Family Legacy After Losing Everything

February 23, 2026

Ep26 Octavian Graf Pilati—How a 25-Year-Old Saved His Family Legacy After Losing Everything

Diana Oehrli sits down with Octavian Graf Pilati, whose family owned the same Austrian forest since 1730, to explore what happens when privilege meets...

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00:52:33

Ep25 Ned Albright—From Mexican Prison to Cumberland Island: A Music Legend on Surviving Privilege and Finding Purpose

February 17, 2026

Ep25 Ned Albright—From Mexican Prison to Cumberland Island: A Music Legend on Surviving Privilege and Finding Purpose

Diana Oehrli sits down with 60-year music industry veteran Ned Albright to explore how unlimited resources can become a death sentence... and what it...

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01:15:45

Ep24 Grant Calder—From Limiting Beliefs to Leading Others: What Recovery Taught a Top Coach About Transformation

February 10, 2026

Ep24 Grant Calder—From Limiting Beliefs to Leading Others: What Recovery Taught a Top Coach About Transformation

Diana Oehrli sits down with Grant Calder, founder of Fleet and her first coach over a decade ago, for a deeply personal conversation about...

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01:03:20

Ep23 Ryan Levesque—When Success Nearly Killed Him: Finding Real in a World of Artificial Everything

February 02, 2026

Ep23 Ryan Levesque—When Success Nearly Killed Him: Finding Real in a World of Artificial Everything

Diana Oehrli sits down with seven-time Inc 5000 honoree and bestselling author Ryan Levesque to explore how chasing conventional success nearly cost him his...

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00:46:13

Ep22 Leslie Hocker - From Oil Industry to Wellness: Turning 102-Year-Old Wisdom Into Daily Habits

January 26, 2026

Ep22 Leslie Hocker - From Oil Industry to Wellness: Turning 102-Year-Old Wisdom Into Daily Habits

What does it actually take to keep reinventing yourself... without burning out in the process? Leslie Hocker went from being one of the first...

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00:51:08

Ep21 Hunter Ziesing - When Living Longer Isn't Enough: How AI and $10/Month Could Replace Your Doctor

January 19, 2026

Ep21 Hunter Ziesing - When Living Longer Isn't Enough: How AI and $10/Month Could Replace Your Doctor

Diana Oehrli sits down with Hunter Ziesing, former Wall Street exec turned longevity revolutionary, for a conversation that'll make you rethink everything about healthcare....

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00:36:39