Anna Kournikova, 2000

The Russian beauty Anna Kournikova is a former professional tennis player and media personality. Her celebrity status planted her into the limelight along with her long-time relationship with singer Enrique Iglesias. She gave birth to their third child, Mary, in January 2020. 

The tennis star did not manage to win a singles title but achieved more recognition playing doubles with her partner, Martina Hingis. They won the 1999 Doubles Team of the Year together and dubbed themselves the ‘Spice Girls’ of tennis. Despite her respectful career in sport, she made most of her wealth with endorsements from building her brand.