Will Hill is joined by Gill Alexander to handicap the NBA Playoffs, the NBA Draft Lottery, the Stanley Cup Playoffs, World Series futures and Monday's MLB games.

Shoulda Bet More with Will Hill - Ep. 337 Dave Ross

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.