Cain moved to New York in 1990 and began performing with many members of M-Base, a Brooklyn-based collective of musicians, initially with Greg Osby and later with Robin Eubanks and Lonnie Plaxico among others.
[3] Cain was musical director for the Jose Limón Dance Company's New York premiere of Crossroads (2001), a collaboration between composer James Newton and choreographer Donald McKayle.
[4] During his professional career as a pianist, he has played with and for musicians such as Ravi Coltrane, Billy Higgins, Marlena Shaw, Gerald Wilson, James Newton, Billy Hart, Anthony Cox, Greg Osby, Robin Eubanks, Lonnie Plaxico, Jack DeJohnette, Ralph Peterson, Dave Holland, Bobby McFerrin, Meshell Ndegeocello, Carlos Ward, Ray Anderson, Charles Neville, Hassan Hakmoun, Oliver Lake, Reggie Workman, Mýa, Kip Hanrahan, Noreaga, Cindy Blackman, Joshua Redman, Victor Bailey, Bobby Previte, Frank Lacy, Bennie Maupin, Pheeroan Aklaff, Eric Person, Gary Thomas, Vernon Reid, Marty Ehrlich, Gene Jackson, James Genus, Steve Swallow, Andrew Cyrille, Steve Coleman, John Scofield, Jeff "Tain" Watts, Stanley Turrentine, Don Alias, and many others.
JazzdaGama said "Michael Cain feels music passionately and colourfully and the expert musicianship and loving care that he puts into his work is obvious.
"[6] Cain's most recent release is Hoo Doo, featuring Cain – keyboards, Eric Platz and Angelo Stokes – drums, Scott Brown and Matthew Fricke – guitar, Aren Teerhuis – saxophone, Stormy Allen – trombone and Tondrae Kemp – vocals With Ravi Coltrane With Jack DeJohnette With Robin Eubanks With Gary Thomas With Gerald Wilson