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The Sober CuratorThe Sober Curator
  • HOME
  • ABOUT
    • DEAR READERS✏️
    • AFFILIATES (AKA SUPPORT US)
    • ❤️ CONTENT
    • CONTRIBUTOR DIRECTORY
    • MEET THE SOBER CURATOR
    • SOBER BUSINESS ROLODEX 📇
    • TSC x PODCAST IMPACT STUDIO🎙️
    • THE SOBER SIP 📧NEWSLETTER
    • 📰 PRESS 📺
    • THE SOBEES 🐝
    • CONTACT 📧
  • HAPPY EVERY HOUR
    • NA BEERS AND CIDERS 🍺
    • NON-ALCOHOLIC WINES 🍾
    • NON-ALCOHOLIC SPIRITS 🍸
    • READY TO DRINK 🥤
    • BEHIND THE BAR 🍋‍🟩
    • NA TASTING EVENTS CALENDAR 🗓️
  • HEALTH & WELLNESS
    • BREAK FREE
    • CODEPENDENCY
    • MASTERING MENTAL FITNESS 🧠💪🏼
    • MENTAL HEALTH 🧠
    • RELATIONSHIPS 🤟🏽
    • SOBER NOT SUBTLE
    • SOBER POETRY 🖋️
    • SPEAK OUT! SPEAK LOUD! 🗣️
    • SPIRITUAL SUBSTANCE 🧬
    • WELLNESS AS A WAY OF LIFE
  • LIFESTYLE
    • #ADDTOCART 🛍️
    • ASK MRS. (W)RIGHT ⁉️
    • COMING OUT SOBER 🏳️‍🌈
    • 🏆 CONTENT
    • ✂️CURATED CRAFTS🎨
    • FASHION 👠
    • SHOP 🛒
    • SOBER SPOTLIGHT 🔦
    • SOBER CONTENT CREATION 💻
    • SOBER UNBUZZED FEED
  • ENTERTAINMENT
    • #QUITLIT 📚
    • CROSSWORD PUZZLE 🧩OF THE MONTH
    • MOVIE REVIEWS 🍿
    • MUSIC 🎶
    • POPCULTURE
    • RECOVERY PODCASTLAND 🎙️
    • SOBER CURATOR PODCAST 🎧
    • TSC x PODCAST IMPACT STUDIO🎙️
    • SOBER EVENTS CALENDAR 🗓️
    • SOBER SPORTS
    • TV SHOW REVIEWS 📺
  • TRAVEL & EVENTS
    • SOBER EVENTS CALENDAR 🗓️
    • SOBER RETREATS CALENDAR 🗓️
    • SOBRIETY IN THE CITY
      • SOBER IN MINNEAPOLIS
      • SOBER IN NYC
      • SOBER IN SEATTLE
    • WHAT A TRIP! 🧳
  • SPIRITUAL GANGSTER
    • THE CARD DIVO 🔮
    • SPIRITUAL SUBSTANCE 🧬
    • STOICISM
    • THIRSTY FOR WONDER
    • SOBERSCOPES
    • SOBRIETY IN FLOW 🧘🏻‍♀️
  • RECOVERY RESOURCES
    • ALCOHOL & SUBSTANCE USE DISORDER RESOURCE GUIDE
    • BREAK FREE FOUNDATION
    • FAMILY RESOURCES
    • GLOSSARY OF ADDICTION AND RECOVERY TERMS
    • LGBTQ+ RECOVERY RESOURCES
    • RECOVERY STORIES
    • SOBER BUSINESS ROLODEX 📇
    • TSC x PODCAST IMPACT STUDIO🎙️
The Sober CuratorThe Sober Curator
Home - Embracing Vulnerability and Breaking the Chains of Toxic Masculinity: A Journey of Self-Discovery with Gregg Ostrin
RECOVERY PODCASTLAND

Embracing Vulnerability and Breaking the Chains of Toxic Masculinity: A Journey of Self-Discovery with Gregg Ostrin

Megan SwanBy Megan SwanMay 29, 20244 Mins Read
The Spy Who Went Into Rehab Gregg Ostrin
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The Spy Who Went Into Rehab Gregg Ostrin

In the latest episode of “Wellness As A Way of Life,” I sat down with guest Gregg Ostrin to explore his profound journey of overcoming toxic masculinity, addiction, and societal expectations. Through candid conversations and personal reflections, Gregg shared his experiences of finding solace, self-discovery, and, ultimately, empowerment. He made a point of telling me how, ‘thanks to’ the pandemic, he started going to meetings again every day, and this time around, he found a deeper fellowship and spiritual connection.

Gregg Ostrin: Breaking Free from Societal Expectations:

Growing up feeling inadequate under the weight of his father’s expectations, Gregg sought solace in the world of theater and imagination. He candidly discusses how he didn’t conform to traditional male stereotypes, finding comfort in his relationships with gay friends and embracing his unique identity. This rejection of societal norms paved the way for him to embark on a journey of self-discovery and redefine his understanding of masculinity.

Gregg Ostrin: Exploring the Power of Sobriety and Self-Reflection:

With 37 years of sobriety under his belt, Gregg delves into the transformative power of addiction recovery and the importance of self-awareness. Through his personal experiences and reflections, he emphasizes the crucial role of communication and introspection in breaking the cycle of toxic masculinity and fostering meaningful connections. Gregg’s journey inspires others to confront their vulnerabilities and embrace authenticity. I appreciated his candor and humor.

Gregg Ostrin: From Personal Struggles to Creative Expression:

Ostrin’s creative outlet, the play “The Spy Who Went Into Rehab,” is a comedic exploration of sobriety, masculinity, and the complexities of human relationships. Ostrin sheds light on the nuanced intersections of personal growth and societal influence by weaving together themes of addiction and societal expectations. The play challenges cultural norms on what it means to be masculine and invites audiences to reflect on their own beliefs and perceptions.

Gregg Ostrin: Empowering Through Vulnerability and Intimacy:

Throughout the episode, Gregg reflected on his evolving views on intimacy, respect, and gender dynamics. He candidly shared his journey of unlearning toxic behaviors and embracing vulnerability in his relationships. By dismantling stereotypes and fostering genuine connections, he mentioned he also has a brilliant, outspoken daughter who has no issue calling him out when he says something “mansplaining-y.”

Gregg Ostrin: Navigating Cultural Shifts and Embracing Change:

In the wake of movements like #MeToo and Black Lives Matter, I appreciate that he emphasized the importance of understanding one’s biases and embracing cultural evolution. By acknowledging the impact of societal shifts on personal growth, Gregg underscores the significance of empathy, inclusivity, and continuous self-reflection. Through his personal anecdotes and insightful reflections, Ostrin inspires listeners to challenge ingrained beliefs and strive for a more inclusive and compassionate world.

As the episode draws close, Gregg’s journey is a testament to the transformative power of vulnerability, sobriety, and self-awareness. By sharing his story with honesty and humor, Gregg invites us to support his new play, The Spy Who Went Into Rehab, which opens June 7th in Venice Beach. Get your tickets here. 

Listen to my full conversation with him here. (May 28th Publish Date)

THE SPY WHO WENT INTO REHAB, Opens June 7th

Tickets: https://pacificresidenttheatre.org/the-spy-who-went-into-rehab/


Wellness as a Way of Life podcast w/ Megan Swan: Gregg Ostrin

Listen here on APPLE podcasts


Sober in Los Angeles at Cha-Cha-Cha

WHAT A TRIP! Sober Curator Contributor Megan Swan recently recapped her whirlwind 72 hours in Los Angeles, which included a stop at Cafe Gratitude in Venice, CA. Sober Curator Pro Tip: Why not make a reservation for dinner at Cafe Gratitude before heading to see The Spy Who Went Into Rehab at the Pacific Resident Theatre? Sounds like the perfect sober date night to us! (BTW date night can be with anyone you love spending time with) 72 Hour Sober in LA – What a Trip! « The Sober Curator


The Spy Who Went Into Rehab

SOBRIETY IN THE CITY: A Sobering Look: The Spy Who Went Into Rehab by Gregg Ostrin « The Sober Curator


Recovery Podcastland by the Sober Curator

RECOVERY PODCASTLAND:

Welcome to RECOVERY PODCASTLAND, your audio haven for all things recovery! With an overwhelming number of engaging podcasts constantly updating each week, it can be hard to keep up. That’s where The Sober Curator steps in!

We’re tirelessly curating and producing original podcast content with a focus on recovery, so you don’t have to wade through the noise. Sober Curator Pro Tip: Tune into our recommended podcasts while driving, dog-walking, working out, house-cleaning, crafting, prepping for the day, or cooking. It’s a perfect way to infuse your daily routine with a dose of recovery inspiration.


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Megan Swan
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Megan Swan is an expert at holding intuitive compassionate space for people. She loves to inspire others to live life to fullest and expand their vision of what they are capable of. She also loved dancing on top of the bar, now she just does that on Instagram.

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10:00 am
Weekly Reset with Sober Mom Collective
March 10 @ 10:00 am - 11:00 am EDT

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Carly Schwartz: Misadventures of a Self-Medicated Life
March 10 @ 6:00 pm - 7:00 pm PDT

Carly Schwartz: Misadventures of a Self-Medicated Life

The Commonwealth Club 110 The Embarcadero, San Francisco
$28.00
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Farm to Glass Mocktail Class
March 12 @ 6:00 pm - 7:00 pm EDT

Farm to Glass Mocktail Class

Orangily 1051 E. 54th St., Suite A,, Indianapolis
$45.00
8:00 pm
Sam Miller Live in Missoula at the VFW Hall
March 12 @ 8:00 pm - 10:00 pm MDT

Sam Miller Live in Missoula at the VFW Hall

245 West Main Street Missoula, MT 59802 245 West Main Street, Missoula
$20.00
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March 7 - March 16

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8:00 am
That 70’s Show
March 13 @ 8:00 am - 5:00 pm PDT

That 70’s Show

114 Liberty Street, Floor 7 114 Liberty Street, Floor 7, New York City
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empowHER 2026
March 14 @ 8:00 am - 9:00 pm PDT

empowHER 2026

Radisson Plaza Hotel 100 West Michigan Avenue, Kalamazoo
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March 14 @ 5:00 am - March 22 @ 2:00 pm SAST

Experience Cape Town with Capsule Adventures

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Sober Spring Break: Egypt

Sober Spring Break: Egypt

March 7 - March 16

Sober Spring Break: Egypt

There’s no denying it—exploring 5,000 years of history, cruising the Nile, and standing in awe of the Pyramids are peak bucket list activities. Plus, there’s plenty of tasty dishes and

$3299
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Sober Spring Break: Costa Rica

Sober Spring Break: Costa Rica

March 7 - March 16

Sober Spring Break: Costa Rica

Nothing screams spring break like warm weather, sandy beaches, and JUNGLE ZIPLINES! Give your mind and body the vacay it deserves while living it up on an 11-day adventure through

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March 7 - March 16

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Sober Spring Break: Egypt

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Sober Spring Break: Costa Rica

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Sober Spring Break: Egypt

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Sober Spring Break: Egypt

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Sober Spring Break: Egypt

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Sober Spring Break: Egypt

Sober Spring Break: Egypt

March 14 - March 23

Sober Spring Break: Egypt

There’s no denying it—exploring 5,000 years of history, cruising the Nile, and standing in awe of the Pyramids are peak bucket list activities. Plus, there’s plenty of tasty dishes and

$3299
March 14 - March 23

Sober Spring Break: Costa Rica

Sober Spring Break: Costa Rica

March 14 - March 23

Sober Spring Break: Costa Rica

Nothing screams spring break like warm weather, sandy beaches, and JUNGLE ZIPLINES! Give your mind and body the vacay it deserves while living it up on an 11-day adventure through

$2669
March 14 @ 5:00 am - March 22 @ 2:00 pm <span class='timezone'> SAST </span>

Experience Cape Town with Capsule Adventures

Experience Cape Town with Capsule Adventures

March 14 @ 5:00 am - March 22 @ 2:00 pm SAST

Experience Cape Town with Capsule Adventures

Experience Cape Town with Capsule Adventures March 14 @ 5:00 am – March 22 @ 2:00 pm PDT CAPE TOWN | Capsule Adventures Cape Town, Table Mountain, Cape Peninsula, and

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March 7 - March 16

Sober Spring Break: Egypt

March 7 - March 16

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March 14 - March 23

Sober Spring Break: Egypt

March 14 - March 23

Sober Spring Break: Costa Rica

March 14 @ 5:00 am - March 22 @ 2:00 pm <span class='timezone'> SAST </span>

Experience Cape Town with Capsule Adventures

Monday, March 9, 2026

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Tuesday, March 10, 2026

  • March 10, 2026 10:00 am - 11:00 am
    Weekly Reset with Sober Mom Collective
  • March 10 @ 10:00 am - 11:00 am EDT

    Weekly Reset with Sober Mom Collective

    Weekly Reset with Sober Mom Collective Peer-led sobriety and recovery support meeting for all moms. Add to your village by showing up for you. We open with a topic shared

    Free
  • March 10, 2026 6:00 pm - 7:00 pm
    Carly Schwartz: Misadventures of a Self-Medicated Life
  • March 10 @ 6:00 pm - 7:00 pm PDT

    Carly Schwartz: Misadventures of a Self-Medicated Life

    Carly Schwartz: Misadventures of a Self-Medicated Life Overview A candid & darkly humorous take on the search for belonging, the definition of success, & the risks we're willing to take

    $28.00
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Thursday, March 12, 2026

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    Farm to Glass Mocktail Class
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    Farm to Glass Mocktail Class

    Farm to Glass Mocktail Class Create delicious farm to glass mocktails with premium zero proof spirits and enjoy a unique, immersive experience and bar swag gift bag! Join us at

    $45.00
  • March 12, 2026 8:00 pm - 10:00 pm
    Sam Miller Live in Missoula at the VFW Hall
  • March 12 @ 8:00 pm - 10:00 pm MDT

    Sam Miller Live in Missoula at the VFW Hall

    Sam Miller Live in Missoula at the VFW Hall Sam Miller is finally coming back to Missoula. Come see him, plus some other great comics! Sam Miller is a nationally

    $20.00
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Friday, March 13, 2026

  • March 13, 2026 8:00 am - 5:00 pm
    That 70’s Show
  • March 13 @ 8:00 am - 5:00 pm PDT

    That 70’s Show

    That 70’s Show Join us March 13th at 8 PM in the Financial District for a full disco-dream night with music, mocktails, and mingling! 🌈 What’s Included: • Unlimited drinks

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Saturday, March 14, 2026

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  • March 14 @ 8:00 am - 9:00 pm PDT

    empowHER 2026

    empowHER 2026 empowHER is a women’s conference built for real life. Hosted in Kalamazoo, Michigan, it brings women together for honest conversations about leadership, entrepreneurship, confidence, and navigating change without

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