Janet Jackson Won 15 Billboard Awards (1990)
Whitney Houston 15 Billboard Awards (1993)
Usher 14 Billboard Awards (2004)
Adele 12 Billboard Awards (2012)
Mary J. Blige 9 Billboards Awards (2006)
Janet Jackson & Whitney Houston are the top 2 women to win the most Billboards in 1 night (tied) and the most awarded female artist in Billboard history with Janet winning a total of 33 awards. Whitney Houston won 31 Billboard awards total.