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From Justin Bieber to Drake, Big Sean Breaks Down His Favorite Features of All Time

From Justin Bieber to Drake, Big Sean Breaks Down His Favorite Features of All Time

For over 15 years, Big Sean has built a career off of scintillating punchlines and scene-stealing features. From trading bars with rap heavyweights like Drake, Jay-Z and Ye to gliding effortlessly alongside pop titans such as Justin Bieber and Ariana Grande, Sean’s pen comes equipped with laser-sharp precision, and has never gone cold.

“I take pride in being able to collab with Gucci Mane, Eminem, Young Thug, Justin Bieber, Calvin Harris, and still feel completely natural,” Sean tells Billboard. “None of it ever feels forced, or else I wouldn’t do it. It’s always been about respecting the music and trusting the process.”

In 2025, Sean put that skill set on full display — flexing his lyrical muscles across more than 20 features, and reaffirming why his Detroit-bred motor still runs at championship speed. From lyrical sparring matches with Dave East and Russ to a heartfelt nod to childhood icon Will Smith, Sean’s elastic wordplay and technical dexterity continue to keep listeners locked in, anticipating his next verse.

“Early in my career, it was always a dream to work with Nas, Eminem, Jay-Z, Ye and Wayne,” Sean says. “I’ve been fortunate enough to check most of those off — some more than once. One of the biggest compliments is when I motivate someone I look up to to rewrite their verse. That’s happened a lot, and I never expected it. I just loved knowing I pushed the music forward.”

Billboard caught up with Big Sean to break down some of his favorite features from 2025 — along with a few defining standouts from his career.

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