this isn't "i could get a point off Serena Williams," this is "i could beat Serena Williams"
I think the context makes this clip even funnier —the woman is Carolyn Swords, who was in the WNBA from 2011-2020 —the show premise is "pick a topic where you're an expert," she chose "basketball players" —Rob Lowe REPEATEDLY points out to the guy that she was in the WNBA —HE CHALLENGES HER ANYWAY