Monroe made her acting debut in the Wendy Williams biopic Queen of Media and later acted in Crazy like a Fox. She began modeling and appearing in music videos for various artists such as Kanye West and Trey Songz. She later became LoLa Monroe in 2007; "Monroe" is a reference to the actress, model, film producer and singer Marilyn Monroe.
Monroe was nominated for Best Female Hip Hop Artist at the BET Awards of 2011. In October 2011, Monroe was announced as Taylor Gang's first lady, and signed to the label. Her first mixtape to be released under the label was Lipstick & Pistols. After many push backs, the mixtape released on October 23, 2013.
In September 4, 2013 she released her debut single "B.B. (Boss Bitch)" featuring Chevy Woods and Juicy J, produced by Sledgren and supposed to be on her debut album. Then on September 19, she along with producer Cardo left Taylor Gang and dismissed their affiliation with the label. LoLa Monroe later confirmed that she had never signed to the label in the first place.