- Will Rhodin
- Will Rigby
- Will Robertson
- Will Roc
- Will Rogers
- Will Rogers
- Will Roseborough
- Will Roseborough & Tie-Tamping Group
- Will Roselie
- Will Ross
- Will Ross
- Will Rowland
- Will Roy Sanders
- Will Salden & His Orchestra
- Will Samson
- Will Sasso
- Will Saul
- Will Scott
- Will Scruggs
- Will Scruggs Jazz Fellowship
- Will Scruggs Jazz Fellowship
- Will Seachnasaigh
- Will See
- Will Self
- Will Sellenraad
- Will Sellenraad & Root Down
- Will Sergeant
- Will Sessions
- Will Sexton
- Will Shade
- Will Sheff
- Will Sheridan
- Will Simmons
- Will Smith
- Will Soliman
- Will Soll
- Will Stark
- Will Starks
- Will Starr
- Will Stoker
- Will Stratton
- Will Sudmeier
- Will Summer
- Will Sumner
- Will T. Massey
- Will Tang
- Will Taylor
- Will Taylor
- Will Taylor and Strings Attached
- Will Taylor & Jazz Menagerie
- Will Taylor & the Jazz Menagerie