Dennis Blair’s journey into comedy started by accident—but what a ride it’s been. Originally a musician and songwriter, Blair stumbled into stand-up when his musical parodies unexpectedly stole the show. That moment of unexpected laughter led him to open for comedy icons, work alongside legends like Rodney Dangerfield and George Carlin, and write for some of the biggest names in entertainment. With a career spanning decades, Blair shares unforgettable behind-the-scenes stories, from writing
Rappin’ Rodney to witnessing the quirks of some of Hollywood’s most legendary comedians.
Episode Highlights:
- Opening for Legends – Rodney Dangerfield discovered Blair early on, leading to years of touring with him, Joan Rivers, and George Carlin.
- Behind the Scenes of Easy Money – Writing for Dangerfield meant constant joke revisions and hilarious Hollywood chaos.
- Rodney’s Wildest Moments – From limo rides gone wrong to infamous wardrobe malfunctions, Blair saw it all.
- From Comedy Clubs to Concert Arenas – Blair’s musical comedy act made him the perfect opener for The Beach Boys, Barry Manilow, Gloria Estefan, and more.
- Writing for the Greats – A tag here, a punchline there—Blair even contributed jokes to Carlin’s act, an honor for any comedian.
- Touring with Legends – His book shares untold stories of life on the road with entertainment’s biggest names.
You're going to love my conversation with Dennis Blair
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