From 1915 through 1920, he lived in New Orleans, Louisiana, where he learned to play jazz piano.

[2] He then moved to Chicago, Illinois, where he worked with such bands as that of Erskine Tate[2] through the 1920s and with such jazz notables as Louis Armstrong and Johnny Dodds and impressed the young Earl Hines.

In the early 1930s, he led a band at the Taj Mahal Hotel in Bombay (now Mumbai), India.

Performers with Weatherford's band included Bridget Althea Moe,[5] Jimmy Witherspoon, Roy Butler, Gery Scott and Cedric West.

Bradley Shope, American Popular Music in Britain's Raj.