Artists he has recorded or performed with include The Cult, Keith Richards, The Rolling Stones, Paul Simon, Neil Young, Miles Davis, Herbie Hancock, Johnny Cash, Chaka Khan, Mariah Carey, Seal, Bob Dylan, Iggy Pop, Janet Jackson, Courtney Love, Michelle Branch, Andrés Calamaro, Hiram Bullock,[2] and many others.

He was born in Brooklyn, New York City to a musical family: his grandfather, Charles H. "Charlie" Drayton (1919–1953), a bassist, had performed and recorded with many jazz greats, notably Benny Carter, Ben Webster, Billie Holiday, Coleman Hawkins, Woody Herman, Jack Teagarden, Louis Armstrong, and Fletcher Henderson.

[6] Drayton played drums on four tracks of The B-52's 1989 album Cosmic Thing, including the singles "Channel Z" and "Love Shack".

Drayton played bass guitar alongside Neil Young on the September 30, 1989, Saturday Night Live performance of "Rockin' in the Free World".

He has been recording and touring with Australian rock band Cold Chisel since 2011, following the death of original drummer Steve Prestwich.

With Feargal Sharkey With Keith Richards With Divinyls With Eddie Money With Ivan Neville With Andrés Calamaro With Doyle Bramhall II With Rosanne Cash With Marc Cohn With Gavin DeGraw With Fiona Apple With Beth Hart