Stephie James’ musical career began when she was just 15 years old, at a Detroit coffee shop she and her brother opened together. “There was really nowhere for younger people to perform; we were too young to play in bars,” she remembers. Almost every night, she’d get on stage and play her own music as well as covers of songs by artists like Bob Dylan and Carole King. Then, one night, R&B icon Anita Baker walked in and watched her play. In what felt like a dream, they talked for the whole evening, and eventually, Baker invited James to tour with her. Before long, she was regularly opening for her shows.