What happens when a two-time Olympic gold medalist meets an Emmy-winning comedian? In this premiere episode of The Match-Up, Claressa Shields and Wanda Sykes discover they have more in common than you’d think, and Wanda talks about coaching boxing in her new movie, Undercard. The pair bond over breaking barriers in male-dominated industries, the importance of building your brand, and how humor and a little trash talk can go a long way.