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May 20, 2026 77 mins
Gary Gulman is one of the sharpest and the most respected stand up comedians working today. Known for his brilliantly detailed observational comedy, Gary has built a career turning the smallest human anxieties into epic philosophical events. Whether he's talking about state abbreviations, Trader Joe's childhood misunderstandings or the emotional collapse triggered by a routine email, he somehow makes overthinking feel heroic. Gary's acclaimed HBO special, The Great Depression earned widespread praise for Very Good, Very Good for its honest and darkly funny exploration of depression and mental health, showing a level of vulnerability that's rare and stand up very rare. He's also appeared on nearly every major late night show, released multiple acclaimed specials, and is widely regarded by comedians as one of the best joke writers alive. He can take a completely normal thought buying cereal, sending a text standing in line and reveal that modern civilization may actually be hanging by a thread. On this episode of Really? no Really?, Jason and Peter dive in with how Gary has been able to not only handle his depression but also how to utilize it as a creative force for his brand of comedy. We'll also touch upon various topics and experiences that have helped shape Gary's trauma and art. From being bullied at Jewish Summer Camp to having Judd Apatow produce his special and offer him words of advice on his career. We have a lot to cover on this episode of Really? no Really?. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Peter Tilden

Peter Tilden

Jason Alexander

Jason Alexander

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