489: Norm MacDonald Documentary Judd Apatow & Alternate Side Of The Street Parking

Did Judd Apatow's Norm Macdonald documentary really capture the comedian behind the legendary jokes? Comedian Tom Kelly records a solo episode from his car on Manhattan's Upper West Side while waiting out alternate-side parking. With a move to Long Island approaching, Tom reflects on why he's finally leaving New York City, the frustrations of owning a car in Manhattan, and the challenge of figuring out the next chapter of his comedy career. Tom also shares what it's like returning to television as a warm-up comedian for The Masked Singer and why getting back in front of a live audience has been creatively energizing. But the main event is Tom's review of Judd Apatow's Norm Macdonald documentary. As a longtime Norm fan, Tom enjoyed revisiting the legendary comedy clips but felt the film didn't reveal enough about the man behind them. Tom also revisits his days interning at Late Night with Conan O'Brien during Norm's controversial departure from Saturday Night Live and shares a little-known story he heard about Norm Macdonald getting booed offstage during a performance at Quinnipiac College. It's a conversation about comedy history, career reinvention, New York City and why sometimes you just have to turn on the microphone and make something. Chapters 00:00 Podcasting From a Car on Manhattan's Upper West Side 00:58 Why Sometimes You Just Have to Create Something 01:06 Why Tom Kelly Is Leaving New York City 01:29 The Nightmare of Alternate-Side Parking in NYC 04:46 Rethinking the Format of The Tom Kelly Show 06:03 Working as a Warm-Up Comedian on The Masked Singer 06:55 Reviewing Judd Apatow's Norm Macdonald Documentary 07:34 An Unexpected Conversation With a Stranger 08:26 What Was Missing From the Norm Macdonald Documentary? 09:51 Remembering Norm Macdonald's Saturday Night Live Years 11:30 The Story of Norm Macdonald Getting Booed at Quinnipiac 14:17 Why Tom Wanted More From the Documentary 14:50 Moving Into a New Condo and Finding a Podcast Studio 15:06 Magic Mirror, Comedy Shout-Outs & Closing Thoughts