The Comedy Central Roast of Alec Baldwin aired on September 15, 2019, and was filmed at the Saban Theatre in Beverly Hills. The show was hosted by actor and comedian Sean Hayes and featured a star-studded lineup of roasters, including Robert De Niro, Jeff Ross, Caitlyn Jenner, Nikki Glaser, Adam Carolla, Ken Jeong, Chris Redd, and Blake Griffin.
Throughout the show, the roasters took digs at Baldwin's personal life, career, and controversies, including his infamous voicemail to his daughter, his rocky relationship with the media, and his portrayal of Donald Trump on Saturday Night Live.
Jenner, who is a friend of Baldwin's, surprised the audience by appearing in her first-ever roast and delivering some of the most savage jokes of the night. She joked about Baldwin's age, his failed TV show, and the infamous voicemail, quipping, "Don't worry, Alec, nothing can be as bad as that voicemail you left your daughter."
De Niro also had some zingers up his sleeve, taking aim at Baldwin's acting skills, saying, "You were fantastic in Glengarry Glen Ross if you're looking for the part of an aging lesbian."
The roast ended with Baldwin taking the stage and giving a speech in which he thanked his wife, Hilaria Baldwin, for being a good sport about all the jokes made at his expense and expressed his love for the art of comedy.
