Conversation so far:
How did Herb Jeffries's music career begin?
From Detroit, at the urging of Louis Armstrong, Herb Jeffries moved to Chicago where he performed in various clubs.
What year was when Herb Jeffries moved to Chicago where he performed in various clubs?
Erskine Tate signed the 19-year-old Herb Jefries to a contract with his Orchestra in Chicago. While there Herb was spotted by Earl Hines, who hired him in 1931

Question: What did he gain with his big break?
Self-contained rewrite: What did Herb Jeffries gain with his big break?