ICYMI, this episode aired in October of 2025. In this episode, I had the pleasure of chatting with the incredibly talented Grace O'Malley, a top comedian and podcaster on the Unwell Network. We bonded over our New England roots and discussed her journey from Barstool Sports to stand-up comedy and podcasting. Grace shared her aspirations of joining SNL, the challenges of transitioning to a solo podcast host, and her recent decision to take a break from drinking. We also delved into her writing process, her experiences touring with Whitney Cummings, and her love for reality TV, including the Housewives and the Paul brothers' show. Grace's candidness and humor made for an engaging and insightful conversation about the comedy industry, personal growth, and the evolving media landscape.
Timestamps:
00:00:00 - Introduction and Guest Welcome
00:02:09 - Grace's SNL Aspirations
00:11:00 - Avoiding Reddit and Mental Health
00:12:37 - Addressing Unwell Network Rumors
00:25:11 - Drinking Habits and Performance
00:27:43 - Gambling as a Substitute for Drinking
00:36:26 - Friendship with Brianna Chickenfry
00:44:07 - Thoughts on Zach Bryan Breaking Ticket sale records
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