The first day of March Madness comes to a close. On this episode of the Shoulda Bet More Podcast, Will recaps day 1 of the NCAA tournament and covers some MLB as well as NFL. Oakland pulls off a massive upset against Kentucky. What does this mean for Calipari's future? Will touches on Friday's games and gives a lookahead to Saturday. Ohtani's interpreter is fired and accused of theft. Was this a coverup and secretly Ohtani betting? Some NFL free agency moves. Tune in to hear what all Will has to say!