In 2025, Questlove has directed a multitude of projects including SLY LIVES! (aka the Burden of Black Genius), the original documentary about legendary musician Sly Stone, which premiered February 13th on Hulu. The film made its debut at the Sundance Film Festival to widespread critical praise; Variety called it a “a dazzling and definitive funk-pop documentary,” while The Wrap praised it as “illuminating” and “exceptionally rich,” highlighting Questlove’s “knack for cinematic pacing, compositions, and arrangement.” SLY LIVES! also received acclaim from The Hollywood Reporter, which called the film a “tender and sobering love letter” and Collider, which lauded it an “essential rock documentary.” Additionally, Questlove directed Ladies & Gentlemen… 50 Years of SNL Music, which premiered on January 27th ahead of SNL’s 50th extravaganza. The documentary was crowned the most-watched program in the all-important 18-49 demo upon its debut and received rave reviews from the likes of The Associated Press, The New York Times, NPR, and more. Variety notably described Ladies and Gentlemen as “well worth watching, probably more than once” and “a Spectacular, Definitive History of the Most Influential Music Stage in America.” Questlove has also signed on to direct a documentary about Earth, Wind & Fire.

Outside of these directorial projects, Questlove partnered with Black Thought of The Roots to Executive Produce the acclaimed documentary series, Hip-Hop: The Songs That Shook America on AMC under their production company, Two One Five Entertainment. In 2020, the pair announced a first-look deal with Universal Television to develop scripted and non-scripted programming. In 2022, the company executive produced Descendant, a feature documentary on the historic discovery of The Clotilda—the last known slave ship to arrive in America illegally transporting enslaved Africans. The documentary, which made its world premiere at Sundance in 2022, was acquired by Netflix and Higher Ground—President Barack Obama and Michelle Obama’s production company. The film earned an impressive three nominations for “Best Documentary Feature,” “Best Director,” and “Best Historical Documentary” and took home the award for “Best Historical Documentary” at the 2022 Critics Choice Documentary Awards. Descendant received a nomination for “Outstanding Documentary” for the 2023 NAACP Image Awards and was also named one of the “Top 5 Documentaries” of 2022 by the National Board of Review. Moreover, it received positive reviews from The New York Times, The Los Angeles Times, The Guardian, Variety, and more. Most recently, Questlove and Black Thought, under their Two One Five banner, executive produced Sam Pollard’s The League—a documentary centered on the tumultuous journey of the Negro league baseball. They also executive produced Rise Up, Sing Out, a collection of animated musical shorts for Disney Junior, which earned a nomination for “Outstanding Short Form Series” for the 2023 NAACP Image Awards. Questlove’s web series, Quest for Craft, produced by Two One Five and launched in partnership with the single malt whiskey brand, The Balvenie, took home a Webby Award in 2023. Two One Five Entertainment also produced the Sly Lives! and Ladies & Gentlemen… 50 Years of SNL Music documentaries.

Beyond his film and TV work, Questlove is the Musical Director for The Tonight Show Starring Jimmy Fallon, where his beloved Roots crew serves as house band. In addition, Questlove continues to cement himself as one of the most sought-after DJs in pop-culture with a resume that includes gigs for The Academy Awards, Cartier, and hotels and nightclubs around the world. After streaming nearly 300 virtual DJ sets during the pandemic, he used this momentum to launch his own Twitch show called GO DJ, which champions sets from renowned international peers.