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Kid Cudi Launches 'Big Bro' Digital Series With Kylie Jenner as First Guest
The rapper's new show promises 'real hard' conversations with celebrity friends.
Mar. 31, 2026 at 7:56pm
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The launch of Kid Cudi's new digital series 'Big Bro' promises an intimate look into the rapper's celebrity friendships, starting with a conversation with Kylie Jenner.Cleveland TodayKid Cudi has launched his new digital series 'Big Bro With Kid Cudi', with Kylie Jenner set to serve as the debut episode's guest. The series will feature Cudi interviewing his celebrity friends, with the rapper describing the show as 'This show f—s hard, real hard.' Jenner's episode is set to premiere on April 1, with subsequent episodes arriving weekly.
Why it matters
The launch of 'Big Bro With Kid Cudi' marks Cudi's foray into the content creation space, allowing him to shift from being the interviewee to the interviewer. His friendship with Jenner, as well as her boyfriend Timothée Chalamet, adds a layer of intrigue to the series, as fans will be eager to see the dynamic between the rapper and the reality TV star.
The details
Cudi and Jenner have been friends since the 2010s when Cudi was part of Kanye West's circle, who was married to Jenner's sister Kim Kardashian at the time. The rapper has also expressed interest in executive producing an album for Jenner if she ever decides to pursue music. In the debut episode, Cudi is expected to quiz Jenner about her favorite Timothée Chalamet movies, as the two are close friends.
- The 'Big Bro With Kid Cudi' series is set to launch on April 1, 2026.
- Subsequent episodes of the series will arrive every Wednesday.
The players
Kid Cudi
An American rapper, singer, songwriter, record producer, and actor who is launching his new digital series 'Big Bro With Kid Cudi'.
Kylie Jenner
An American media personality, socialite, and businesswoman who will serve as the first guest on Cudi's new series.
Timothée Chalamet
An American actor who is Kylie Jenner's boyfriend and a close friend of Kid Cudi.
What they’re saying
“This show f—s hard, real hard. Get with it, baby!”
— Kid Cudi
“I will totally executive produce your album”
— Kid Cudi
What’s next
Subsequent episodes of 'Big Bro With Kid Cudi' will arrive every Wednesday following the debut episode with Kylie Jenner on April 1, 2026.
The takeaway
The launch of 'Big Bro With Kid Cudi' showcases the rapper's versatility as he transitions from being the subject of interviews to taking on the role of the interviewer. His friendship with Kylie Jenner and Timothée Chalamet adds an intriguing dynamic to the series, which promises 'real hard' conversations between Cudi and his celebrity guests.
