[1][2] The label's roster includes Mindi Abair, Richard Elliot, Fourplay, Mike Stern, and Peter White.
Its catalog includes Stanley Clarke, George Duke, Hiroshima, Earl Klugh, Jeff Lorber, Spyro Gyra, and Take 6.
Musicians such as Ladysmith Black Mambazo, Miriam Makeba, Hugh Masekela, and Oliver Mtukudzi have recorded for the label.
Heads Up began its 18th year with recordings by George Duke, Taj Mahal, Esperanza Spalding, Take 6, and Victor Wooten.
The label's awards include the Billboard Contemporary Latin Jazz Album of the Year (Dreams & Desires by Roberto Perera), the AFIM's Independent Contemporary Jazz Album of the Year (Love's Silhouette by Pieces of a Dream) a Grammy Award nomination in 2004 (Time Squared by the Yellowjackets), a Grammy Award for Best Traditional World Music Album in 2005 (Raise Your Spirit Higher by Ladysmith Black Mambazo), a Grammy nomination for Best Surround Sound Award in the first surround sound category at the Grammys (Raise Your Spirit Higher by Ladysmith Black Mambazo), ten additional Grammy nominations for Spyro Gyra, Mike Stern, the JazzWeek Radio Programmers Album of the Year Award for two consecutive years (Word of Mouth Revisited and The Word Is Out!