On this episode of Shoulda Bet More, we get you ready for Week 12 in the NFL with John Jastremski (@john_jastremski) of The Ringer returning to the pod! We go over our favorite bets for the weekend so you can get the edge on the books. We do a mid-season check on our futures and awards to see how confident we are that they hit. Also, who do we think ends up getting those last playoff spots when the regular season is all said and done? Also, we talk MLB free agency to figure out where the big name free agents like Juan Soto and Roki Saski sign.