In 2009, Glasper released the forward-thinking album Double Booked, which featured a mix of modal post-bop and funky, ’80s Herbie Hancock-inspired numbers with two separate bands. The first of these was his trio with drummer Chris Dave and upright bassist Vicente Archer; they recorded five originals and a cover of Thelonious Monk’s “Think of One.” These tracks were followed by five more originals by his electric band, dubbed the Robert Glasper Experiment, featuring Dave, electric bassist Derrick Hodge, and Casey Benjamin on saxes and vocoder.
Three years later, the Robert Glasper Experiment (with a slew of guest vocalists) issued their first stand-alone album, Black Radio, for Blue Note, which sought to blur the boundaries between jazz, hip-hop, R&B, and rock & roll. It entered the jazz chart at number one and went on to win a Grammy Award for Best R&B Album. Later in the year, Glasper and Blue Note released Black Radio Recovered: The Remix EP. 9th Wonder, Georgia Anne Muldrow, and Pete Rock were among those who participated. The following year, the Robert Glasper Experiment (then including Hodge and Benjamin with drummer Mark Colenburg) returned with their equally star-studded sophomore album, Black Radio 2. It also won a Grammy, this time for Best Traditional R&B Performance for a cover of Stevie Wonder’s “Jesus Children of America.”
Glasper returned to his original acoustic piano trio format with bassist Archer and drummer Damion Reid. They cut 2015’s Covered live at Capitol Studios in front of an invited audience. The album’s pre-release single was a reading of Radiohead’s “Reckoner”; it was released in April, followed by the album in June. Glasper also played on Kendrick Lamar’s celebrated To Pimp a Butterfly and Maxwell’s blackSUMMERS’night. For Don Cheadle’s 2016 Miles Davis biopic, Miles Ahead, the pianist curated the soundtrack and wrote original music, which included contributions from Wayne Shorter, Herbie Hancock, and Gary Clark, Jr.