- Ranking Roger
- Rachael Ray
- Rocky Roberts
- Rubber Rodeo
- Robert Lloyd
- Rubies and Rumours
- Robert Turner
- Rudolph Grey
- Raglani
- Rebelion Norteña
- Ruthie & the Wranglers
- Richard Boulger
- Rotondi
- Racetraitor
- Reuben Reeves
- Ray Ellis
- Rommales
- Rosy Parlane
- Randy Barracuda
- Roger Cooper
- Rafael
- Red Square Black
- Rick Berlin
- Raymond Boni
- Rob Fisher
- Robby Bee
- Roosevelt Booba Barnes
- Ronald Muldrow
- Robin Huw Bowen
- Ray Grant
- Richard Purvis
- Random Industries
- Ramatam
- Robert McCreedy
- Ray Bauduc
- Rikk Agnew
- Robert Hunter
- Ray Templin
- Ray Boltz
- Ruben Naranjo
- Renata
- Riptones
- Russ Barenberg
- Robert Curgenven
- Rift
- Randumbs
- Ralph MacDonald
- Ron Holden
- Riccardo Sinigallia
- Rodney Dangerfield
- Risto
- Robert Jackson
- Ruff Driverz
- Rob Martino
- Redline Addiction
- Richard Humpty Vission
- Ray McKinley
- Riotgod
- Residual Echoes
- Robert Hazard
- Reptet
- R. Dean Taylor
- Rev. Julius Cheeks
- Red Eyed Legends
- Ric Menck
- Riki Michele
- Reggie Young
- R'chive
- Rod Richards
- Rev. Billy Graham
- Randy Van Horne Singers
- Red Rooster
- Receiver
- Roland Cazimero
- Rapider Than Horsepower
- Robert Horton
- Rhythm Pigs
- RoboChanMan
- Rhonda and Sparky Rucker
- Rico Bell
- Represent!
- Ricky Warwick
- Rev. Percell Perkins
- Rig
- Robert Duke Tillman
- Robert O'Connor
- Radio Free Isaac
- Rod Poole
- Re:Zound
- Reggie Griffin
