Kane began to act when he was three years old, with a small role in the movie Six Weeks. At the age of eight, he obtained the role of one of the four chorus boys in the Broadway musical Evita. He was in that production for four months before changing to Stephen Sondheim's Sunday in the Park with George, in which he acted alongside such stars as Bernadette Peters and Mandy Patinkin. At the age of eleven, Kane participated in the "Very Special Arts" festival, a series of benefit concerts for disabled children's charities, which gave him an opportunity to sing for then First Lady Nancy Reagan in the White House and at the Kennedy Center.