Matt talks about becoming 'The Bachelor,' dating 32 women in quarantine, his organization ABC Food Tours, meeting Jimmy a few years ago, a $10,000 challenge for their mutual friend/Jimmy's agent James 'Baby Doll' Dixon, and Jimmy presents his wife Molly's picks for the final three women to win Matt's heart. Watch Jimmy Kimmel Live! WEEKNIGHTS 11:35|10:35c on ABC, streaming, on demand, and Hulu.