Unladylike first got their start in the Midwest market through underground label and production company Unitty Ent, and their CEO Ben Funkman. The duo started their rise to the top, with label mate and friend Anthony M, through the promotional efforts of Ben Funkman and his staff: Robert Gillepsie, John "Rheir Breed" Hughes and many others.
Soon the group would go on to perform on BET's 106 and Park Wild Out Wednesday's and shut the crowd down. After that they gained the attention of Voicez Music Group who had distribution through DefJam. Since then the duo has not done as well as expected although, according to some sources, Gunna and Tee are both doing well.