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April 23, 2025 48 mins

Brett Goldstein got so famous for his Emmy-winning role as Roy Kent on ‘Ted Lasso’ that most people have no idea he has been a professional stand-up comedian for nearly 20 years. Now, that is all about to change when he debuts his first-ever stand-up special, ‘The Second Best Night of Your Life,’ on HBO this Saturday night, April 26. In this episode, Goldstein talks about why he resisted putting his live show on tape for so long, how fans of his TV work are often surprised by the real him, and how his comedy serves as a much-needed counterweight to the toxic “manosphere” trend. He also discusses his accidental acting career in both ‘Ted Lasso’ and ‘Shrinking,’ why he’s just as surprised as everyone else that he’s returning as Roy Kent, and addresses the swirling rumors that he is dating his upcoming rom-com co-star Jennifer Lopez. 


Follow Brett Goldstein on Instagram @mrbrettgoldstein

Follow Matt Wilstein on Bluesky @mattwilstein 

Follow The Last Laugh on Instagram @lastlaughpod


Highlights from this episode and others at The Daily Beast



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