Osborne is the lead singer for the group L.T.D. (Love, Togetherness, and Devotion). He appeared on the Michael Jackson-helmed, USA for Africa’s fundraising single, “We Are the World” in 1985. He received the 2014 New England Pell Award for Artistic Excellence from Providence (Rhode Island)’s Trinity Repertory Company in honor of his artistic achievements and philanthropic work in Rhode Island.