Bain began her career representing boxer
Héctor Camacho in a dispute with
Don King. She was one of the first women to own a sports management firm, The Bain Group, eventually representing
Marvelous Marvin Hagler,
Muhammad Ali,
Thomas Hearns, and
Mike Tyson. She became
Marion Barry's spokesperson in 1991, then press secretary during his 1994 mayoral campaign in Washington D.C. and afterwards during his term as mayor. In 2006, Jackson named Bain as his personal general manager and president/COO of the Michael Jackson Company. He subsequently appointed her to the board of directors of
Sony/ATV Music Publishing; as his music licensing agent for MIJAC, MIRAN and Sony/ATV Music; as trustee of MJ Publishing Trust; and made her a 10% owner of The Michael Jackson Company, as well as appointing her to the company's board of directors. In October 2006, Michael Jackson was quoted saying that he trusted Bain implicitly. In 2009, Bain sued the Michael Jackson company for $44 million in a breach of contract suit. It was later rejected, despite appeal. As a result of failing to pay income taxes from 2006 through to 2008, in June 2011 Bain pleaded guilty to one count of failure to file federal income tax returns and one count of failure to file District of Columbia income tax returns. She was given five years probation and a court order to repay over $200,000 in restitution. ==Political work==