Disgraceful with Grace O'Malley

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Previously Broadcasted Rerun Special of: Zach Zucker Zoomies Aug 21, 2025

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On this episode of Disgraceful, Zach Zucker auditions for the role of Grace’s co-host, and let’s just say… just may be in the running. He shares about his time at clown school and reveals his early assumptions about sex. He and Grace agree that Cyber Trucks are a crime, British people are the easiest to poke fun at, and beds could use some innovation. Zach dishes on his Tempe, Arizona heckling experience, the time he met the Baha Men, and why he doesn’t have a rider... but does have an appetite. It’s Silly Clown Time (SCT)!

Follow the show wherever you're listening, and feel free to leave a review. Have a day, much love!

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Three O’Malleys Walk Into a Podcast *Sister Ep!* Aug 14, 2025

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It's Raining Underwear, Hallelujah! This week’s Disgraceful is a true family affair as Grace welcomes not just her beloved sister Nora, but their even younger sister Maggie, for a chaotic, giggly episode. Maggie spills on attempting to buy a car, reveals the misspelled tattoo she somehow got away with, and receives a public job plea to the Massachusetts shore. Grace dishes on everything from her dad’s dream of podcasting with Chris Distefano, to the BTS of the Happy Gilmore 2 premiere, to her recent trip to Hawaii, complete with waspy vacation observations galore. Grace and Nora wrap up by reacting to YOUR sibling-fight voicemails, go head-to-head in a “Who Knows Who Better” test, and close out with a round of Disgraceful Receipts... Have a day, much love & enjoy the show!

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Ashley Gavin: You're Gay, Right? Aug 07, 2025

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SADDLE UP ON YOUR HOBBY HORSE FOLKS! This week, Grace is joined by stand-up comedian and podcast powerhouse Ashley Gavin! Ashley kicks things off with a somewhat-broken gaydar reading that immediately sets the tone, and things only escalate from there! Grace reveals that Ashley was once the camp counselor to Grace's friend and Ashley reveals her reformed vacation habits. Ashley opens up about leaving MIT to pursue comedy, her beautifully nerdy love for video games, and Grace shares her passion for Nissan Rogues and the fish dip in Tampa! Then... Ashley reacts to some hilarious stories, confesses her NSYNC crush misjudgment, and explains her old tweets and photos in a round of Disgraceful Receipts... including one where she taught Victoria Justice how to code??? Have a day, much love, & enjoy the show!

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Sandler's Sons: Ethan Cutkosky and Conor Sherry Jul 31, 2025

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DON'T EAT THE GOLDFISH!! This week, Grace is joined by Happy Gilmore 2 stars Conor Sherry and Ethan Cutkosky! The guys go head-to-head for the title of new Disgraceful co-host, but not before tackling the real issues like the politics of Find My Friends, burner accounts for stalking, and getting tipsy off frat party red wine.

The trio play “Who’s More Likely To,” swap celebrity impressions, and talk about filming their butts for Happy Gilmore 2. Grace puts them through rounds of Boston accent lessons, insane reveals from their notes app, and a spicy round of Disgraceful Receipts. Plus listeners confess their anger-fueled meltdowns in The Write-In Room. Have a day, much love & enjoy the show!

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Happy Gilmore 2 is streaming NOW on Netflix!

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Treyger Warning: Liza's Anti Irish Exits Jul 24, 2025

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There is no Irish Exiting allowed in this episode! From her college days on the agriculture dorm floor to her Swiftie SoulCycle obsession, actress, comedian, and podcast host Liza Treyger is here to spill... including the story of the time she tipped an Uber extra just to pee on the side of the road before a Beyoncé concert. Grace and Liza talk about the comic hustle, shared air mattresses in flooded basements, hitting a joint on the subway, and why exposé documentaries aren’t saying anything we didn’t already know. Liza also dishes on a memorable night at The Box with Marcelo and gets grilled on millennial trends in a cheeky game of Hot or Not. Have a day, much love, and enjoy the show... and shoutout to Dolly Parton!

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Christina Kirkman: F*ck You With Love Jul 17, 2025

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Someone pass the King Hawaiian rolls!! This week, comedian, podcast host and Bostonian Christina Kirkman joins the show for a cheeky convo about weddings as potlucks, escaping shady auditions, and why cupping a fart is MUST-TRY. Christina and Grace bond over podcast regrets and navigating the unspoken social rules of Los Angeles. Christina pulls back the curtain on what REALLY happens at Fashion Week, the anxiety about going viral for the wrong reasons, and why “F*ck you!

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Noel Miller: Thinking Outside the Coffin Jul 10, 2025

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And the Podcast Golden Globe goes to.... This week, comedian, podcast host, and founder of TMG Studios Noel Miller joins the pod! Grace and Noel swap stories from their humble beginnings, including how Noel fully saved Grace from the dread of math class, Noel's grandma road rage, his pre-show rituals, and why having a baby made him yearn for pool halls and go-karts. They cover the “Matt Rife Law,” the highs and lows of content creation, and the ultimate question: would Noel ever do Ayahuasca? Have a day, much love, and enjoy the show!

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Iliza Shlesinger Thinks Ambien Is Kinda Fun Jul 03, 2025

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Who finished the bottle of NyQuil? This week on Disgraceful, Grace is joined by the hilarious stand-up comedian, actress, podcast host, and Semester at Sea survivor herself Iliza Shlesinger. They dive into everything from dumping fries in an audience member’s lap to billionaire gigs in Miami, why society can’t handle real boobs, and the unfortunate appropriation of the word “y’all.” Iliza opens up about her iconic “Party Goblin” character, being a hyper-efficient traveler, and the TV shows that shaped her. And then... comedy, motherhood, crying after the club (or MDMA), and Grace puts her through the Disgraceful Receipts ringer. Have a day, much love, and enjoy the show!

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Sketchin' Out with Eilise Patton Jun 26, 2025

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This week on Disgraceful, Grace is joined by comedian, actress, writer, and former professional ham-slinger Eilise Patton... who brings pure SILLY COMEDIC JOY. She shares her brilliant character comedy, her undercover mission to infiltrate a honey-baked ham store, and Grace quizzes her on ancient internet memes! They talk wedding guest stereotypes, Amy Poehler worship, sketch comedy, and why it's important to send out your Instagram Reels by comedic tiers. Have a day, much love, and enjoy the show!

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Andrew Santino: No Bad Lies, Only Good Banter Jun 19, 2025

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This week at the Ginger Convention, comedian, podcaster, and surprising non-Bostonian Andrew Santino stops by for a chat! They unpack sibling dynamics and why Andrew might run off into the woods one day. Andrew opens up about sleeping on couches in Long Beach, getting arrested for public urination, and the unlikely chain of events that landed him his first big break. The duo roast their least favorite tour cities, talk rich friend green(?) flags, share horror stories from the early days of comedy, and run through a fiery list of ginger stereotypes. Then Grace puts Andrew through the ringer of Disgraceful Receipts and a golf quiz inspired by his new show 'No Bad Lies.' Have a day, much love, and enjoy the show!

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