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The Sober CuratorThe Sober Curator
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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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Tanzania
April 19 - April 30

Tanzania

$7795
The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox
April 19 - April 26

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

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Works & Process: Terrence McNally Recovery Commissions: Craig Lucas and Jake Brasch
April 20 @ 7:00 pm - 8:15 pm EDT

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Guggenheim New York City
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Tanzania
April 19 - April 30

Tanzania

$7795
The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox
April 19 - April 26

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

$3599
All Day
Tanzania
April 19 - April 30

Tanzania

$7795
The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox
April 19 - April 26

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

$3599
Earth Day
April 22

Earth Day

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BACKSTAGE with The Sober Curator: Media Night | Rufi Thorpe Live
April 22 @ 6:00 pm - 7:00 pm PDT

BACKSTAGE with The Sober Curator: Media Night | Rufi Thorpe Live

Free
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All Day
Tanzania
April 19 - April 30

Tanzania

$7795
The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox
April 19 - April 26

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

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1:00 pm
Mid-day Mahjong @ Sober AF Zero Proof Bottle Shop
April 23 @ 1:00 pm - 3:00 pm PDT

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QUEER SOBER – Sober And Socializing Queer Tag: Laser Tag & Bowling Night
April 23 @ 8:00 pm - 10:30 pm EDT

QUEER SOBER – Sober And Socializing Queer Tag: Laser Tag & Bowling Night

Bowlmor Chelsea Piers pier 60, NYC
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All Day
Tanzania
April 19 - April 30

Tanzania

$7795
The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox
April 19 - April 26

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DRY AT SEA 24HR CRUISE
April 24 - April 25

DRY AT SEA 24HR CRUISE

Holland America Cruises
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April 24

Arbor Day

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Brushes & Bevees | Sober AF Bottle Shop Tacoma
April 24 @ 6:30 pm - 8:30 pm PDT

Brushes & Bevees | Sober AF Bottle Shop Tacoma

SOBER AF Bottle Shop Tacoma 5222 S Tacoma Way, Tacoma
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The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox
April 19 - April 26

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DRY AT SEA 24HR CRUISE
April 24 - April 25

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Holland America Cruises
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7:00 pm
Sober & Standing (Up!)
April 25 @ 7:00 pm - 9:00 pm PDT

Sober & Standing (Up!)

El Rey Theatre Los Angeles
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All Day
Tanzania
April 19 - April 30

Tanzania

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April 19 - April 26

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April 19 - April 30

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April 19 - April 30

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About this trip Looking for the nitty gritty details and pricing. We love our itinerary delivery links.  You will find everything you need here. What’s Included Accommodation as per itinerary,

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April 19 - April 26

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

April 19 - April 26

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April 19 - April 30

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April 19 - April 26

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April 22

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April 19 - April 30

Tanzania

April 19 - April 26

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

April 19 - April 30

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April 19 - April 26

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April 24 - April 25

DRY AT SEA 24HR CRUISE

DRY AT SEA 24HR CRUISE

April 24 - April 25

DRY AT SEA 24HR CRUISE

DRY AT SEA 24HR CRUISE $255CAD Join Us A Sober Celebration on Board Holland America Vancouver to Seattle April 24th/25th ​CAD TAX INCLUDED • ONLY 16 ROOMS LEFT! Contact Darci

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April 24

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Arbor Day

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Arbor Day Trees have the power to transform many worlds, from front yards to recovering forests. Whatever the ambition, we’re ready to activate. Whether it’s a local utility company distributing

April 19 - April 30

Tanzania

April 19 - April 26

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

April 24 - April 25

DRY AT SEA 24HR CRUISE

April 19 - April 30

Tanzania

April 19 - April 26

The Inner Glow Retreat: Bali with SobahSistahs and Megan Wilcox

Monday, April 20, 2026

  • April 20, 2026 7:00 pm - 8:15 pm
    Works & Process: Terrence McNally Recovery Commissions: Craig Lucas and Jake Brasch
  • April 20 @ 7:00 pm - 8:15 pm EDT

    Works & Process: Terrence McNally Recovery Commissions: Craig Lucas and Jake Brasch

    Works & Process: Terrence McNally Recovery Commissions: Craig Lucas and Jake Brasch The Terrence McNally Recovery Commissions award two annual $10,000 new play commissions—one to an emerging playwright and one

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    BACKSTAGE with The Sober Curator: Media Night | Rufi Thorpe Live
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Thursday, April 23, 2026

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    Mid-day Mahjong @ Sober AF Zero Proof Bottle Shop
  • April 23 @ 1:00 pm - 3:00 pm PDT

    Mid-day Mahjong @ Sober AF Zero Proof Bottle Shop

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  • April 23, 2026 8:00 pm - 10:30 pm
    QUEER SOBER – Sober And Socializing Queer Tag: Laser Tag & Bowling Night
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    QUEER SOBER – Sober And Socializing Queer Tag: Laser Tag & Bowling Night

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Friday, April 24, 2026

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    Brushes & Bevees | Sober AF Bottle Shop Tacoma
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Saturday, April 25, 2026

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    Sober & Standing (Up!)
  • April 25 @ 7:00 pm - 9:00 pm PDT

    Sober & Standing (Up!)

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Sunday, April 26, 2026

  • April 26, 2026 10:00 am - 11:00 am
    RSVP is live for Fresh Start: Seven Steps to Center Heart Chakra Virtual Meditation | Teetotal Initiative 
  • April 26 @ 10:00 am - 11:00 am EDT

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