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As a comedian, Rife is best known for his self-produced comedy specials, Only Fans (2021) and Matthew Steven Rife (2023), as well as his appearance on Bring the Funny in 2019, where he advanced to the Semi-Final Showcase but was eliminated in week 8.
As an actor, he is known for his guest roles on the sketch comedy and improv game show series Wild 'n Out, as Brandon Bliss on the comedy television series Brooklyn Nine-Nine, and as Logan on the sitcom television series Fresh Off the Boat. In 2017, he appeared on MTV's The Challenge: Champs vs. Stars. Rife is also a paranormal investigator featured on the YouTube channel "Overnight". In December 2022, Rife signed with Creative Artists Agency (CAA). In 2023, he released a self-titled special Matthew Steven Rife on Valentine's Day.