Some of the notable artists whom Ross has supported include Yerba Buena, Soulive, Lettuce, The 1975, and DJ Quik.

[3][5] On June 18, 2005, Ross first appeared on stage with the Dave Matthews Band, performing "Louisiana Bayou" from the album Stand Up.

[6] He continued to appear sporadically throughout 2005, with his workload increasing as the tour progressed.

[7] In 2006 Ross joined the band full-time on the road, performing at all full band tour dates of the year, as well as contributing backing vocals as his contributions increased by the tour's end.

[8] Some of the other artists he has performed with include: The Fugees,[10] Maceo Parker,[11] Christian McBride,[12] Chaka Khan, Stevie Wonder, Willie Nelson, The Edge, Rodney Jerkins, Christina Milan, Fred Hammond, Sean Paul, Roy Hargrove, Nicholas Payton, Questlove, Common, Pharoah Monch, Mark Batson, Robert Randolph, Doug E. Fresh, B Real, Chingy, Nate Dogg, Kim Burrell, Richard Smallwood, Kelly Price, James Hall, Meshell Ndegeocello, The String Cheese Incident, MAGIC GIANT,[13] Baaba Maal, Taj Mahal, Warren Haynes, Lettuce, Mike Green, Femi Kuti, Ariana Grande, The 1975, John Mayer and Lady Gaga.