He had been in Detroit for several years by 1994, occasionally playing music on the streets, and playing on Saturdays in Detroit's Eastern Market,[1] when guitarist Michael Nehra, his brother and bassist Andrew Nehra, and drummer Jeff Fowlkes overheard Bradley through an open window while rehearsing for a new project.

After listening to Bradley sing for an hour, they invited him up to Nehra's studio, The White Room, to record several acoustic songs, and then asked him to become their vocalist.

It was quickly followed by Still Lovin' You in 2003, also released on Vanguard Records and produced, engineered, and mixed by Cherokee Studios co-founder Bruce Robb.

After the release of Out of the Wilderness, Robert Bradley moved back to Alabama, where he quit performing professionally, though he still sang and played in church services.

[6] In 2016, he returned to Detroit and started busking again, which helped him reinvigorate his songwriting; as a result, he released a solo album, Down in the Bend, on Funky D Records in 2017.