On this episode of the Shoulda Bet More podcast, Will Hill welcomes VSiN's Dustin Swedelson to discuss his favorite NFL bets, the MLB Trade Deadline, and go head-to-head in Immaculate Grid.

Shoulda Bet More with Will Hill - Ep. 369 Jonathan Von Tobel

Ever have that gut feeling and wish you'd bet more? This is the podcast for you. Join VSiN and Fox Sports contributor Will Hill as he breaks down the biggest betting news and reveals the sharpest plays across the sports world. Each episode is a deep dive into betting strategies, odds analysis, and the data you need to find an edge.

Whether it’s NFL, NBA, MLB, or college football, we'll tell you which side to be on and why. From dissecting the latest line moves to uncovering valuable props and futures, Will and his guests—the best minds in sports betting—ensure you're always one step ahead.