On this episode of the Shoulda Bet More Podcast, Senior Editor of Fansided and host of the Bacon Bets Podcast Iain MacMillan joins Will to discuss the Divisional Round and have an early look forward to the Conference Championship games. Plus a CBB futures bet that Iain thinks has value. Also, was this the last chance for the Bills? Are the 49ers able to preform without Deebo? Can the Lions win on the road? Do Mahomes and the Chiefs matchup well against the Ravens? Find out Will's thoughts by tuning in to today's episode!