They worked together for the most part during the time both were active in LA. Once Siegel began having his problems with NY over the Flamingo money, and Chicago took over his wire service, Roselli was already in prison.
Roselli and Siegel shared LA in the 30's and early 40's. Both had various rackets through the showbiz unions that didn't conflict with each other.
Roselli was indicted in '42 and didn't get out of prison until '47, the year Siegel died.