There are at least two artists that use the name Jaymay:
1) an American folk singer-songwriter from New York
2) an American Christian rapper born and raised in Detroit, Michigan

1. Jamie Seerman is an American folk singer-songwriter from New York. She performs under the name Jaymay. She was raised on Long Island and in 2003, unable to find a job in book publishing, Jaymay began playing open mics. Her major musical influence is Bob Dylan. She has been described by the BBC as “darling of the New York ‘Anti-Folk’ scene”