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The Pressures of Privilege

The Pressures of Privilege

By: Diana Oehrli
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Conversations about mastery, family, legacy, and what success doesn't solve. Diana Oehrli talks with concert pianists, family wealth advisors, artists, and people who work quietly with successful families - from a cleaner in Gstaad who knows wealthy families from the inside, to a family mediator who's seen fortunes disappear, to a Florence Biennale artist who produces performances at Lincoln Center. Honest conversations about craft, trust, and living well when you've been given more. New episodes weekly.© 2025 Economics Hygiene & Healthy Living Leadership Management & Leadership Personal Development Personal Success
Episodes
  • Ep25 Ned Albright—From Mexican Prison to Cumberland Island: A Music Legend on Surviving Privilege and Finding Purpose
    Feb 17 2026

    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 takes to survive them.


    Ned's résumé reads like rock and roll history. Record deal at 15. Songs for the Monkees and Glen Campbell. Sessions with Michael Jackson. His band opened for Bob Marley. He played on Montego Bay and had a multi-artist supersession jam with Bob Dylan at 3am.


    But the real story isn't about the hits.


    It's about getting kicked out of four schools before turning 16. Nine months in Central America that ended in a Mexican prison. Watching friends with generational wealth die from overdoses. And nearly 44 years of hard-won sobriety that taught him something most people never learn...
    That the hole in your soul can't be fixed with money.


    In this raw, wandering conversation, Diana and Ned explore how to recognize when privilege is actually privilege... and when it's a trap. How to measure success by what you give instead of what you have. And why the most meaningful life might be the one you build after you lose everything.


    Learn how to spot the warning signs of wealth-enabled addiction. How to find purpose beyond achievement. And why volunteering with underserved kids taught Ned more about receiving than 60 years in the music industry ever did.


    If you've ever wondered why having everything still feels empty... or if you're trying to help someone whose resources are destroying them... this episode will show you what's actually on the other side of surrender.

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    1 hr and 16 mins
  • Ep24 Grant Calder—From Limiting Beliefs to Leading Others: What Recovery Taught a Top Coach About Transformation
    Feb 10 2026

    Diana Oehrli sits down with Grant Calder, founder of Fleet and her first coach over a decade ago, for a deeply personal conversation about the limiting beliefs that keep us stuck and the tools that set us free.

    Grant shares how a Tony Robbins fire walk shattered his belief that he was "too old and incapable" of pursuing an MBA... a moment that completely redirected his life toward coaching and leadership development. Diana reveals her own journey from feeling trapped in Gstaad and terrified of being alone to building a coaching practice and finding peace in solitude.

    Here's what you'll learn by listening to this full conversation:

    → How to identify the limiting beliefs secretly running your life... and the exact moment Grant realized his "best thinking" was what got him stuck in the first place

    → Why marble jar trust matters more than perfection... and how to rebuild connection after misalignment without destroying the relationship entirely

    → The daily refocus practice Grant's used for 15 years that helps him manage overwhelm without losing his mind (hint: it involves a floating digital post-it note)

    → How 25 years of sobriety gave Grant a "suitcase of tools" he now uses to coach leaders through fear, uncertainty, and the messy reality of entrepreneurship

    → What "half measures availed us nothing" actually means... and why going all-in doesn't require working yourself to death

    → The mindset mantras Grant relies on when outcomes slip beyond his control (including his favorite: "improvise, adapt, overcome, persist, march forward")

    Diana and Grant also explore the evolution of coaching itself... from skepticism 20 years ago to AI-assisted platforms today, and why human connection still can't be replaced by algorithms.

    Whether you're navigating privilege, building something new, or simply trying to get unstuck from a life everyone thinks you should be grateful for... this conversation offers practical wisdom wrapped in genuine friendship and mutual respect.

    Chapters
    • (00:00:00) - The One Thing Every Entrepreneur Should Do
    • (00:07:02) - In the Elevator With Grant
    • (00:08:18) - How to Stop Limiting Belief
    • (00:09:46) - The Secret to Developing Yourself
    • (00:13:52) - The Need for Alignment in Relationships
    • (00:15:52) - In the Elevator With Trust
    • (00:22:24) - The Secret to 12 Step Recovery
    • (00:26:41) - What patterns do you see in leadership from recovery?
    • (00:30:12) - How to Manage Your Brain at Work
    • (00:35:35) - How to Get Things Done: Developing a Mindset
    • (00:41:05) - How to Scale Executive Coach Programs with Fleet
    • (00:44:52) - What's the pricing for Coaching in the Elevator?
    • (00:46:09) - How AI and Coaching are developing
    • (00:51:51) - What do you think is the one thing entrepreneurs should do more than
    • (00:57:06) - Who coaches you now?
    • (00:59:08) - What's Your Morning Ritual?
    • (01:00:36) - A Guest Interview with Diana on her Podcast
    • (01:02:55) - How to Manage Your Wealth
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    1 hr and 3 mins
  • Ep23 Ryan Levesque—When Success Nearly Killed Him: Finding Real in a World of Artificial Everything
    Feb 2 2026

    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 life... twice. After being rushed to the ICU at 30 with organs shutting down, Ryan rebuilt his business around health instead of hustle. But even that wasn't enough.
    In this raw conversation, Ryan reveals the unexpected moment that led him to trade his Texas business scene for a 100-acre Vermont farm... and why that decision might hold the answer to the loneliness, disconnection, and dissatisfaction plaguing high-achievers everywhere.


    Viewers will learn how to recognize when convenience is actually killing them, why oxytocin (not dopamine) is the neurochemical that matters most, and how to reintegrate physical struggle into their lives without abandoning their careers. Diana and Ryan explore the hidden cost of contactless convenience, the biological wisdom we've lost by living through screens, and why hands in the dirt might be the ultimate status symbol.

    Whether you're drowning in a sea of sameness or simply sensing something's missing despite having everything... this conversation offers a map back to what's real.

    Chapters
    • (00:00:00) - Welcome to The Compliments of Privilege
    • (00:01:58) - I Almost Died at 30
    • (00:07:20) - How To Get Out of Debt: Malcolm Gladwell
    • (00:13:10) - In an Age of Artificial Everything, What Is Real?
    • (00:20:29) - In the Elevator With Rich People
    • (00:23:23) - On Oxytocin and the Struggle
    • (00:29:19) - Reconnecting with the Earth
    • (00:31:07) - Writing as a Spiritual Practice
    • (00:33:36) - Living on a farm in the countryside
    • (00:39:55) - How Do You Structure Your Morning Routr
    • (00:42:41) - What's Your Ideal Client?
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    46 mins
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