Shoulda Bet More – Details, episodes & analysis

Will Hill reacts to Week 1 of the College Football season, gives his thoughts and a pick for TCU /UNC, breaks down the MLB Pennant Races, then Gill Alexander of A Numbers Game joins to discuss the game Monday night, the US Open, NFL, and More

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Will Hill gives his thoughts on Week 1 of the college football season and has a few plays on the biggest games. Also, Kiev O’Neil from the oddsbreakers joins to break down the college slate, share his thoughts on futures, and discuss what foods go best with football.

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The College World Series begins today, and we have invited Ben Wilson (@Ben_Wilson_1) from ESPN+, FOX, and VSiN back to the podcast to give us the rundown. We discuss which of the 8 teams has the best path to the National Championship, which team can surprise, and which team we think will win it all. We also go over each of the first round games beginning today for our favorite bets! We also recap and react to Indiana's win in game 3 of the NBA Playoffs. Have they taken control of the series or is it still going to the Thunder's way? Plus, will Giannis stay with the Bucks after all the rumors surrounding him?

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We only have a few weeks left of College Football, so we've brought back Brad Thomas (@MrBradThomas) from NBC Sports and GoldBoys to discuss where we are as we get closer to the selection of the College Football Playoff! We go over the various scenarios that can get the bubble teams in and the various conference championship games that could affect it. We also go over this week in betting College Football for games tonight through the weekend. Also, after the Miami Dolphins win on Monday, are they back in the playoff race? We also have a TNF betting preview between the Commanders and the Eagles. Who will win the Juan Soto sweepstakes? We discuss these all and more!

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On this episode of Shoulda Bet More, we have Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" back on the podcast to recap what we saw this weekend in NFL and College Football! We recap Week 10 in the NFL and give our reactions to everything we witnessed. Are the Cardinals a contender? How do the Chiefs continue to squeak out wins? Who is the worst of the bottom feeders and will get the first pick of the draft? We also discuss what will be the biggest conundrum the CFP committee will have when picking the 12 best teams for the College Football Playoff. We also talk a little Heisman to see where we are at after some big upsets occurred this weekend.

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We witnessed what might have been the game of the year in the NFL. Will recaps and reacts to last night's Ravens win over the Bengals and what it means going forward. We've also brought Jonathan Von Tobel (@meJVT) of VSiN Primetime back to the pod! We talk to him about takeaways from the NBA only two weeks into the season. Which teams are proving to be legit? Which players should we be looking to to bet on season awards? We also go into this weekend in NFL as we go over our favorite bets of the weekend that you should take. We also talk some College Football as we are getting closer to the end of the season. Will the CFP committee have to make any tough decisions down the stretch? We also give out our favorite college football plays for the weekend as well. 

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On today's episode, we've brought back "The Bear" Chris Fallica (@chrisfallica) from Fox Sports to the pod so we can take a view at the state of the NFL at the trade deadline. We take a look at the playoff picture of the AFC and the NFC as we try to determine which teams will stay in, fall out, and grab those elusive wild card spots. We discuss which team we favor in a hypothetical Super Bowl of the current 1 seeds, the Lions and the Chiefs. We give our thoughts on the MVP, Coach of the Year, and Offensive Player of the Year races. We also take a look into this weekend in College Football. As we get closer to the College Football Playoff, do we think there could be any surprises that squeeze into the field? We'll also give you our early leans for this weekend in College Football and The Bear has a special soccer pick he likes this week to give out!

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On today's episode, we've brought back Kiev O'Neil (@OBKiev) of The Odds Breakers not only to talk about this weekend in football, but to preview the upcoming College Basketball season! With the season beginning today, we discuss the way to find the edge in betting for tonight and beyond for the rest of the season. We also go over the teams we think will be competing to win the National Championship in April. We also give our reactions to this weekend in NFL and give our Monday Night Football betting preview for the Buccaneers and Chiefs. We also begin to look forward to this weekend in College Football and give some early plays that we like for Saturday.

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The World Series is now in the books with the Los Angeles Dodgers beating the New York Yankees in 5 games. Will recaps the wild 5th inning in game 5 and gives the Dodgers their props and the Yankees their postmortem. We also bring on from the Chicken Dinner podcast, Bet QL, and Fox Sports, Sammy P (@spshoot) to talk about this weekend in football. Sammy P gives us his best bets for this weekend in Week 9 NFL and we go over the huge matchup between Ohio St. and Penn St. that will have playoff implications. We also look at the state of the NFL MVP race halfway through the season to see which player's price is worth betting on.

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Join host Will Hill and Returning Guest Jeff Parles as they dive deep into the exciting world of sports betting on this week’s episode of "Shoulda Bet More." Tune in as they break down Game Five of the World Series, sharing insights and predictions that will keep you on the edge of your seat. But that’s not all—Will and Jeff will also tackle Thursday Night Football, offering their takes on matchups, player performances, and strategies. Whether you’re a seasoned bettor or just looking to get in on the action, this podcast is your go-to source for analysis, tips, and a bit of fun. Don’t miss out—after all, you shoulda bet more!

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