Born in 1957 in New Orleans, Louisiana, Riley grew up in a musical family and first began playing the drums at age three. Despite his early affinity for percussion, Riley focused primarily on trumpet throughout high school, eventually returning to drums full-time during his junior year of college. After college, Riley joined pianist Ahmad Jamal's band from 1984 to 1987. Also in the '80s, he found work performing with a bevy of name artists including Harry Connick, Jr., Marcus Roberts, George Benson, and others.
Since 1988, Riley has been a regular member of trumpeter Wynton Marsalis' ensembles, appearing on such albums as 1988's Majesty of the Blues, 1990's Standard Time, Vol. 2: Intimacy Calling, 1991's Blue Interlude, 1992's Citi Movement, and 1993's In This House, On This Morning. Along with Marsalis, Riley was a longtime member of the Jazz at Lincoln Center Orchestra, appearing regularly in concert, and on such albums as 1997's Pulitzer Prize-winning Blood on the Fields.
In 2000, Riley made his solo debut with Watch What You're Doing, followed in 2005 by Cream of the Crescent with fellow JLCO-members Marsalis, trombonist Wycliffe Gordon, and saxophonist Victor Goines. During this time, he also appeared on such albums as Cassandra Wilson's Silver Pony in 2010, Cecile McLorin Salvant's WomanChild in 2013, and Craig Handy's Craig Handy 2nd Line Smith in 2014.
In 2016, he released his third solo effort, New Direction, on Mack Avenue Records. Underlining Riley's vast stylistic experience, New Direction showcased his love of Afro-Cuban and Latin Rhythms, post-bop, and historic New Orleans jazz traditions. Perpetual Optimism arrived in 2019 and featured the drummer's group with trumpeter Bruce Harris, altoist Godwin Louis, pianist Emmet Cohen, and bassist Russell Hall. ~ Matt Collar, Rovi