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- 🇨🇦CA · Football#1095K to 30K
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Est. listeners per new episode within ~30 days
1.5K to 9K🎙 Daily cadence·327 episodes·Last published today - Monthly Reach
Unique listeners across all episodes (30 days)
5K to 30K🇨🇦100% - Active Followers
Loyal subscribers who consistently listen
2K to 12K
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On the show
Recent episodes
Shoulda Bet More with Will Hill - Ep. 347 Jonathan Von Tobel
Jun 5, 2026
Unknown duration
Shoulda Bet More with Will Hill - Ep. 346 Chris Macero
Jun 3, 2026
Unknown duration
Shoulda Bet More with Will Hill - Ep. 345 Kiev O'Neil
Jun 1, 2026
Unknown duration
Shoulda Bet More with Will Hill - Ep. 344 Gill Alexander
May 29, 2026
Unknown duration
Shoulda Bet More with Will Hill - Ep. 343 Jensen Lewis
May 27, 2026
Unknown duration
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| Date | Episode | Description | Length | ||||||
|---|---|---|---|---|---|---|---|---|---|
| 6/5/26 | Shoulda Bet More with Will Hill - Ep. 347 Jonathan Von Tobel | On this episode of the Shoulda Bet More podcast, Will Hill reacts to the Knicks Game 1 victory in the NBA Finals and looks ahead to Game 2. Then, Jonathan Von Tobel of Money Moves joins to break down the NBA Finals, discuss a few sleepers for MVP of the series, and talk NBA Draft betting. | — | ||||||
| 6/3/26 | Shoulda Bet More with Will Hill - Ep. 346 Chris Macero | On this episode of the Shoulda Bet More podcast, Will Hill gives his thoughts on the NBA Finals and the Aaron Judge injury’s impact on the AL MVP race. Then, pro sports bettor Chris Macero joins to talk Knicks / Spurs, the Stanley Cup Final, the Belmont, and more. | — | ||||||
| 6/1/26 | Shoulda Bet More with Will Hill - Ep. 345 Kiev O'Neil | On this episode of the Shoulda Bet More podcast, Will Hill previews the NBA Finals between the Spurs and Knicks and some trends and numbers around the series. Also on the show, Kiev O'Neil from The Odds Breakers hops on to break down all things NFL, including division previews, team and player props, and a little college football for good measure. | — | ||||||
| 5/29/26 | Shoulda Bet More with Will Hill - Ep. 344 Gill Alexander | On this episode of the Shoulda Bet More podcast, Will Hill reacts to another blowout in the Western Conference Finals, and then Gill Alexander of A Numbers Game joins to preview Game 7, discuss the French Open, MLB bets + more | — | ||||||
| 5/27/26 | Shoulda Bet More with Will Hill - Ep. 343 Jensen Lewis | On this episode the Shoulda Bet More podcast, Will Hill reacts to the Knicks making the NBA Finals and discusses their chance in the NBA Finals. Then, Jensen Lewis of ESPN and VSIN By the Books joins to talk MLB awards, futures, the College Baseball NCAA Tournament, and more. | — | ||||||
| 5/25/26 | Shoulda Bet More with Will Hill - Ep. 342 Doug Kezirian | On this episode of the Shoulda Bet More podcast, Will Hill previews the NBA Conference Finals and if the Knicks have a shot at winning it all. Also on the show, sports betting analyst Doug Kezirian joins the show to discuss the playoffs, NBA free agency potential moves, NFL ramping up and the WNBA. | — | ||||||
| 5/22/26 | Shoulda Bet More with Will Hill - Ep. 341 | On this episode of the Shoulda Bet More podcast, Will Hill previews Game 3 of Spurs / Thunder and shares his thoughts on some MLB storylines entering the weekend. Then, Brad Thomas of CBS Sports joins to break down the NBA and NHL Playoffs, the World Cup, and more. | — | ||||||
| 5/20/26 | Shoulda Bet More with Will Hill - Ep. 340 Jonathan Von Tobel | On this episode of the Shoulda Bet More podcast, Will Hill previews Game 2 of Spurs / Thunder and relives a classic Game 1. Then, Jonathan Von Tobel of Money Moves joins to discuss the Conference Finals, the NBA offseason, NFL early thoughts, and more. | — | ||||||
| 5/18/26 | Shoulda Bet More with Will Hill - Ep. 339 Chris Fallica | On this episode of the Shoulda Bet More podcast, Will Hill previews the Conference Finals for the NBA playoffs, including the Spurs chances against the Thunder and if the Knicks are a lock to make it to the Finals. Also on the show, Chris "The Bear" Fallica from FOX Sports joins the show to chat the NBA, NFL storylines and futures, his favorite college football over/under bets and how to bet the World Cup. | — | ||||||
| 5/15/26 | Shoulda Bet More with Will Hill - Ep. 338 Steve Fezzik | On this episode of the Shoulda Bet More podcast, Will Hill previews both Game 6s in the NBA, then pro sports bettor Steve Fezzik joins to discuss the NFL schedule release, NBA Playoffs, maximizing comps in Vegas, and much more | — | ||||||
Want analysis for the episodes below?Free for Pro Submit a request, we'll have your selected episodes analyzed within an hour. Free, at no cost to you, for Pro users. | |||||||||
| 5/13/26 | Shoulda Bet More with Will Hill - Ep. 337 Dave Ross | On this episode of the Shoulda Bet More podcast, Will Hill looks at the Cavs - Pistons series and gives a best bet for Game 5, and discusses the NBA offseason. Then, Dave Ross of VSiN By The Books joins to discuss the flailing Mets, the MLB landscape, the PGA championship, and more. | — | ||||||
| 5/11/26 | Shoulda Bet More with Will Hill - Ep. 336 Gill Alexander | 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. | — | ||||||
| 5/8/26 | Shoulda Bet More with Will Hill - Ep. 335 Mitch Moss | On this episode of the Shoulda Bet More podcast, Will Hill previews the Friday night NBA games and recaps the Pistons victory over the Cavs. Then, Mitch Moss of Follow The Money joins to discuss the MLB awards markets, NBA + NHL Playoffs, Vrabel's job status, and more. | — | ||||||
| 5/6/26 | Shoulda Bet More with Will Hill - Ep. 334 Sammy P | On this episode of the Shoulda Bet More podcast, Will Hill previews Game 2 of Sixers/Knicks and Wolves/Spurs, the AL Cy Young, and the passing of John Sterling. Then, Sammy P of Fox Sports joins to discuss the NBA + NHL Playoffs, MLB long shot bets, and more. | — | ||||||
| 5/4/26 | Shoulda Bet More with Will Hill - Ep. 333 Jonathan Von Tobel | On this episode of the Shoulda Bet More podcast, Will Hill reacts to the weekend of action in the NBA, then Jonathan Von Tobel of Money Moves joins to look ahead to Round 2 of the Playoffs, what went wrong for the Celtics, and who may be on upset alert. | — | ||||||
| 5/1/26 | Shoulda Bet More with Will Hill - Ep. 332 Chris Macero | In this episode of the Shoulda Bet More podcast, Will Hill previews Friday's NBA games. Plus, Chris Macero, Professional Sports Bettor joins to break down the Kentucky Derby, NBA playoffs, NHL playoffs and the struggles of the Red Sox. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. You can take 17% off an annual subscription when you use promo code: POD26. Click https://www.vsin.com/subscribe?tpcc=shoulda-bet-more&utm_source=podcast&utm_medium=simplecast&utm_campaign=shoulda_bet_more to get started. | — | ||||||
| 4/29/26 | Shoulda Bet More with Will Hill - Ep. 331 Chris Fallica | On this episode of the Shoulda Bet More podcast, Will Hill recaps the night in the NBA and looks ahead to Wednesday and Thursday action. Then “the Bear” Chris Fallica of Fox Sports joins to discuss what to look for in the Kentucky Derby Saturday, as well as futures and takeways so far in MLB and the NHL playoffs. | — | ||||||
| 4/27/26 | Shoulda Bet More with Will Hill - Ep. 330 Doug Kezirian | On this episode of the Shoulda Bet More podcast, Will Hill recaps this weekend's NBA Playoff games and looks ahead to Monday's games. Plus, Will shares his takeaways from the NFL Draft. Also, Doug Kezirian from BetRivers joins to discuss the playoffs, the NFL Draft and more. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. You can take 17% off an annual subscription when you use promo code: POD26. Click https://www.vsin.com/subscribe?tpcc=shoulda-bet-more&utm_source=podcast&utm_medium=simplecast&utm_campaign=shoulda_bet_more to get started. | — | ||||||
| 4/24/26 | Shoulda Bet More with Will Hill - Ep. 329 | On this episode of the Shoulda Bet More podcast, Will Hill recaps a wild first round of the NFL draft and analyzes some of the surprising picks, and recaps the night in the NBA playoffs and looks ahead to the games this weekend. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN Pro. You can take 17% off an annual subscription when you use promo code: POD26. Click https://www.vsin.com/subscribe?tpcc=shoulda-bet-more&utm_source=podcast&utm_medium=simplecast&utm_campaign=shoulda_bet_more to get started. | — | ||||||
| 4/22/26 | Shoulda Bet More with Will Hill - Ep. 328 Jeff Parles | On this episode of the Shoulda Bet More podcast, Will Hill previews the Wednesday NBA Playoff action and the NFL Draft. Then, Jeff Parles of ESPN Las Vegas joins to discuss the draft, the NBA Playoffs, and the struggling Mets. | — | ||||||
| 4/20/26 | Shoulda Bet More with Will Hill - Ep. 327 Geoff Schwartz | On this episode of the Shoulda Bet More podcast, Will Hill reacts to the opening weekend of the NBA Playoffs and gives his thoughts on the Giants / Bengals trade. Plus, Geoff Schwartz of Fox Sports joins to discuss Monday's NBA Playoff games, the NFL Draft and more. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. You can take 17% off an annual subscription when you use promo code: POD26. Click https://www.vsin.com/subscribe?tpcc=shoulda-bet-more&utm_source=podcast&utm_medium=simplecast&utm_campaign=shoulda_bet_more to get started. | — | ||||||
| 4/17/26 | Shoulda Bet More with Will Hill - Ep. 326 Jonathan Von Tobel | On this episode of the Shoulda Bet More podcast, Will Hill previews the two remaining NBA Play-In games and discussed all six playoff series that are set. Then, Jonathan Von Tobel of Money Moves joins to breakdown Hornets/Magic, Warriors/Suns, and go through the weekend of playoff action. | — | ||||||
| 4/14/26 | Shoulda Bet More with Will Hill - Ep. 325 Kelley Bydlon | On this episode of the Shoulda Bet More podcast Will Hill gives his best bets on the Play-In games, then Kelley Bydlon of A Numbers Game joins to break down the NBA playoffs/play-in and shares his best bets for every series. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. You can take 17% off an annual subscription when you use promo code: POD26. Click https://www.vsin.com/subscribe?tpcc=shoulda-bet-more&utm_source=podcast&utm_medium=simplecast&utm_campaign=shoulda_bet_more to get started. | — | ||||||
| 4/13/26 | Shoulda Bet More with Will Hill - Ep. 324 Gill Alexander | On this episode of the Shoulda Bet More podcast, Will Hill recaps a wild Masters tournament and gives his thoughts on the NBA Play-In Games and the weekend in MLB. Then Gill Alexander of A Numbers Game joins to recap Rory’s win and talk MLB and NBA Playoffs. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. You can take 17% off an annual subscription when you use promo code: POD26. Click https://www.vsin.com/subscribe?tpcc=shoulda-bet-more&utm_source=podcast&utm_medium=simplecast&utm_campaign=shoulda_bet_more to get started. | — | ||||||
| 4/10/26 | Shoulda Bet More with Will Hill - Ep. 323 Dave Ross | On this episode of the Shoulda Bet More podcast, Will Hill recaps the first round of The Masters and reacts to Joel Embiid news ahead of the last weekend of the NBA regular season, including a bet in the NBA awards market. Then, Dave Ross of VSiN By The Books to discuss The Masters, MLB, and more. | — | ||||||
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Chart Positions
1 placement across 1 market.
Chart Positions
1 placement across 1 market.