There’s a moment every sober person knows: the pivot from spectacle to humanity. Watching the Charlie Sheen documentary together, our Curator crew kept circling the same question — who was really “winning” during that infamous tour? The hat said one thing; the reality said another.
From the opening minutes, Alysse’s spoiler-friendly PSA sets the tone: we’re not here for reverence; we’re here for truth with sparkle. Early on, the conversation lands on a line about shame — how it can become a North Star, a South Star or a Death Star. It’s the kind of metaphor that hints at deep work, the kind you earn in recovery. But as Dr. Sarah noted, the film seems to flirt with insight while dodging humility. We wanted the “then what?” after the metaphor — the “I harmed people, here’s how I’m making amends,” the gritty specificity that converts slogans into sobriety.
The documentary’s nostalgia pulses — Ferris Bueller’s blink-and-you-miss-it cameo, the Karate Kid what-if. For Gen X watchers, those beats are catnip. Our table laughed, sighed, then wondered about the road not taken: would a tidy blockbuster path have spared Sheen or just typecast him differently?
But the heart of our debate was exploitation. Dr. Sarah can’t shake the stadiums, the merch, the handlers greenlighting chaos because chaos sells. The irony of a “winning” hat atop a man near bottom isn’t subtle; it’s a billboard for what happens when an audience confuses virality with vitality.
Denise Richards became a prism for nuance: love, codependency and the invisible labor of caregiving in public. Our team recognized the tenderness and the traps — how devotion blurs into self-erasure, especially under the glare of early-2000s tabloid culture. Alysse’s compassion for Richards, including her parenting and caretaking, reframed the story away from caricature and toward complexity.
That’s where recovery storytelling must do better. Not with shock-value “reveals,” but with accountability and repair. The doc’s late-act “secret” lands with a thud because it isn’t the point. What we needed wasn’t a salacious twist; it was an honest map of restitution. As Megan put it, insecurity can wear a sly smile, but the amends process doesn’t. It’s unglamorous, tedious and holy.
Still, there were threads worth keeping. The protective power of sports and the quiet loyalty of a friend named Tony — anchors you can tie yourself to when fame becomes a rip current. Even in spectacle, the human need for team and steady witnesses remains. And that’s the paradox: a person can be charismatic, generous, hilarious — and still leave wreckage. Recovery asks us to hold both truths at once.
So what does recovery deserve from celebrity docs? Less montage, more inventory. Less “winning,” more making things right. Show us the phone calls, the repayments, the repaired boundaries, the boring routines that keep people alive and present. Show us the people who stay — partners, kids, Tonys. And show us the ones who walk away to save themselves.
In the end, our table agreed on this: fame can sell the worst parts of us, but it can’t buy the best parts back. The best parts are earned, daily, in rooms without cameras — where humility is the headline and “still sober” is the only brand that matters.
Listen to the full roundtable and bring your take.
Getting sober is one thing—but staying sober? That’s where the real adventure begins.
This show is for you if you’ve ever wondered:
– Where can I find inspiring sober podcasts, apps, and creators?
– How do I give back or stay plugged into the sober community
– What are the best sober-friendly drinks and travel tips?
– Where do I find the good NA drinks that don’t taste like regret?
The Sober Curator is your go-to for sober pop culture, booze-free travel, apps, creators, and community.
We’re not here to help you get sober.
We’re here to help you live sober—and love it.
In this hilariously honest and deeply human conversation, Emmy-winning host Cat Greenleaf joins Alysse to spill all the sober tea—from peeing her pants during a double-booking with Tom Arnold and Art Alexakis, to discovering what sobriety actually looks like when you're no longer a “lone wolf.” Cat opens up about service, creativity, aging, friendship with Pee-wee Herman, crafting on cocaine, and the real emotional glow-up that happens when you stop pretending and start living. This episode is equal parts chaos, charm, confessions, and zero-proof realness.
Takeaways: Sobriety gets richer when you stop isolating and start connecting with people who speak your language.
Cat’s shift from “lone wolf” to community deepened her recovery—and her sanity.
Golden-age celebrity stories? Yes please. Especially ones involving Pee-wee Herman sending hourly birthday messages.
Creativity, addiction, and reinvention always have a wild intersection (including cocaine-fueled stenciling).
“Zero fucks given” remains a valid business plan—and a liberating way to live.
Key Timestamps:
[00:01:47] — Cat Greenleaf arrives: The sober stoop era begins.
[00:04:30] — “Sometimes I wish I’d shut the f*ck up”: Cat on oversharing in recovery.
[00:06:13] — The Tom Arnold + Art Alexakis pee-your-pants saga.
[00:11:00] — Pee-wee Herman memories: birthday calls & inappropriate Christmas cards.
[00:14:21] — Cocaine + crafting: Cat and Alysse trade hilarious addiction-era stories.
[00:17:00] — Hobby obsessions, lone-wolf recovery, and life after chaos.
[00:22:00] — The infamous dog-poop showdown on Cat’s beach.
[00:23:56] — The healing power of work, ocean singing, and coffee.
Resources & Links:
Cat Greenleaf — SoberNess Podcast Website https://www.soberness.com/
Cat on Instagram https://www.instagram.com/sobernesspodcast/
Cat on YouTube https://www.youtube.com/@sobernesspodcast
Cat on Apple https://podcasts.apple.com/us/podcast/soberness-podcast/id1768121457
TSC Resources & Links:
–Alcohol + Substance Use Disorder Guide
–Recovery Nonprofit Resource Guide
–LBGTQ+ Recovery Resource Guide
Connect with Us:
-Website: www.thesobercurator.com
-Facebook: @The Sober Curator
-Instagram: @thesobercurator
-X: @thesobercurator
-YouTube: @thesobercurator
-Pinterest: @thesobercurator
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If you enjoyed this episode, please consider leaving a review on Apple Podcasts or Spotify. Your feedback helps us improve and reach more listeners.
Send Feedback:
If you have a story, feedback, or just want to connect, email us at thesobercurator@gmail.com. We’d love to hear from you!
About:
Sobriety isn’t the end of the party—it’s just the start of a better one. Hosted by Alysse Bryson, media powerhouse and sobriety’s ultimate hype woman, and joined by Sober Curator contributors, The Sober Curator Podcast* delivers bold convos, pop culture deep dives, and zero-proof living that doesn’t suck. Whether you're sober, sober-curious, or just looking for good vibes without the hangover, we’ve got you covered. Subscribe now—because getting sober matters, staying sober matters more.
*The Sober Curator Podcast is a space for open and honest conversations about sobriety, recovery, and alcohol-free living. While we celebrate all paths to a sober lifestyle, some topics discussed may be sensitive or triggering for certain listeners. This podcast is for informational and entertainment purposes only and is not a substitute for professional advice. If you’re in recovery or exploring sobriety, please take care while listening and seek support from trusted professionals as needed.
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MOVIE NIGHT REVIEW: Charlie Sheen’s Documentary Exposes a Man Still Chasing His Addictions
aka Charlie Sheen | Official Trailer | Netflix
RECOVERY PODCASTLAND & NETWORK at The Sober Curator is your audio haven for all things sobriety and recovery. We’re your bee-zy sober podcast enthusiasts, curating the best shows that educate, inspire, and entertain in the alcohol-free space.
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