On today's episode of Shoulda Bet More, we start talking baseball with Dustin Swedelson (@dustinswedelson) from SiriusXM Mad Dog Sports Radio and VSiN! We get his takes on who the best teams are in the AL and the NL, the sleepers in the divisions, and his favorite longshots to win the World Series! We go over offseason questions for the Mets, Yankees, Red Sox, and more and see if they've improved enough to be major forces this season. We also touch on the NFL offseason to take a temperature on where certain QBs will end up and if they can improve these QB needy teams. Will also goes over what has become a broken NBA All-Star weekend and looks at the 2nd half of the NBA season!