Brett Goldstein Comedy Special ‘The Second Best Night Of Your Life’ Gets HBO Premiere Date, Trailer​on April 9, 2025 at 5:09 pm

Brett Goldstein‘s debut comedy special The Second Best Night of Your Life is set to premiere on HBO on Saturday, April 26 at 10:00 p.m. ET/PT and will also be available to stream on Max. Up above, you can view a trailer, which Warner Bros Discovery unveiled today, along with the premiere date.

Goldstein’s debut HBO special sees him shed his testy Roy Kent façade from Ted Lasso — the hit series he co-created and stars in for Apple — to share his insights on love, sex, masculinity, Sesame Street, and everything in between. Written, performed and exec produced by the Emmy winner, it was taped at Bergen Performing Arts Center in Englewood, NJ.

Jeff Tomsic directed the hour and also exec produced, along with Molly Mandel and Rotten Science’s Matthew Vaughan.

Goldstein’s headlining stand-up tour with his Second Best Night Ever hour was his first. In addition to Ted Lasso, which was just recently set for an anticipated fourth season, he’s well known for co-creating and exec producing Apple’s comedy Shrinking, starring Jason Segel and Harrison Ford, which is heading into its third season. Currently in production on Office Romance, a Netflix rom-com in which he stars opposite Jennifer Lopez, his upcoming slate also includes Kornél Mundruczó’s drama At the Sea, alongside Amy Adams and Murray Bartlett, and All of You opposite Imogen Poots, which premieres on Apple TV+ later this year after premiering at TIFF 2024.