Shoulda Bet More

Shoulda Bet More with Will Hill - Ep. 127 - Kiev O'Neil Nov 04, 2024

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.

Shoulda Bet More with Will Hill - Ep. 126 - Sammy P Nov 01, 2024

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.

Shoulda Bet More with Will Hill - Ep. 125 - Jeff Parles Oct 30, 2024

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!

Shoulda Bet More with Will Hill - Ep. 124 - Scott Seidenberg Oct 28, 2024

We had a wild sports-filled weekend, and to give a recap and reaction, we've brought Scott Seidenberg (@ScottsOnAir) from VSiN and Pregame.com back to the podcast! Will and Scott give their takeaways from NFL week 8. Can Jameis Winston turn the Browns around? After an atrocious loss against the lowly Patriots, what can the Jets do to salvage their season? We also get a preview of tonight's MNF game between the Giants and the Steelers. We also do a deep dive into the World Series, recap and reactions from both Will and Scott on how it's gone so horribly wrong for the Yankees. What do the Yankees need to do to get the series at the very least, back to Los Angeles. We also talk about what you should be betting on for game 3 tonight.

Shoulda Bet More with Will Hill - Ep. 123 - Tommy Lorenzo Oct 25, 2024

The World Series begins tonight and we have the bets and analysis you need for tonight's game 1 between the New York Yankees and the Los Angeles Dodgers and for the series as a whole. To counter Will's Yankees fandom, we've brought on LA native, from the Cover the Weekend Podcast, Tommy Lorenzo (@sportsbooktom)! Will and Tommy discuss each teams strengths and weakness, how they matchup against each other, their favorite bets for the game tonight, their looks for World Series MVP, and their prediction on who wins the World Series and in how many games. Plus, we also get betting looks for this weekend in College Football and the NFL. Finally, we recap yesterday's Thursday Night Football game and how the referees could have missed an obvious facemask.

Shoulda Bet More with Will Hill - Ep. 122 - Chris Macero Oct 23, 2024

On this midweek episode of Shoulda Bet More, we invite back professional sports bettor and VSiN contributor, Chris Macero (@RealGadge) to the podcast! We get you ready for the TNF Vikings vs. Rams game, the start of the NBA regular season, and the World Series. Chris and Will give you some of their best bets for week 8 in the NFL and week 9 in College Football. Chris also gives us a season long bet in the NBA that he loves and a team he thinks can surprise this season. We also give a preview at what we may see in the World Series and give you our predictions on if the Dodgers or Yankees will take home the Commissioner's Trophy.

Shoulda Bet More with Will Hill - Ep. 121 - Dave Ross Oct 21, 2024

Join host Will Hill in a lively discussion with sports enthusiast Dave Ross on Shoulda Bet More. In this episode, they dive into the thrilling Mets vs. Dodgers Game 6 showdown, dissecting key moments. They also gaze into the future of MLB, speculating on the upcoming World Series and its potential. Plus, don't miss their insights on the latest NFL updates and predictions. Whether you're a die-hard sports fan or just love a good debate, tune in for expert analysis and engaging banter.

Shoulda Bet More with Will Hill - Ep. 120 - Matt Youmans Oct 18, 2024

We've got your football bets for the weekend as we've invited back Matt Youmans (@mattyoumans247) of VSiN to talk all things football. We've got Matt's best bets for Week 8 in College and Week 7 in the NFL. We go over the major games such as Georgia vs. Texas, Vikings vs. Lions, Chiefs vs. 49ers, and more! We talk which teams are the best in the NFL and College Football, and Matt talk about what has been the ref show in the NFL. Will also recaps a wild game 3 in the ALCS, the Dodgers taking a commanding 3-1 lead in the NLCS, and what he thinks the best bets are this weekend and whether or not we even see the Championship Series continuing through next week.

Shoulda Bet More with Will Hill - Ep. 119 - Reed Wallach Oct 16, 2024

On this midweek episode of Shoulda Bet More, we invite Reed Wallach (@ReedWallach) of The Early Reed Podcast and Sports Illustrated back to the podcast to talk some College Football and his New York Mets! Reed gives us some of his best bets for Week 8 of CFB. From Georgia/Texas and Alabama/Tennessee, to matchups not in the power conferences, we've got the bets you need. We also dive into the Heisman conversation as we approach the midpoint of the season. Are there any sneaky bets that can be made? Finally, we recap the NL/ALCS so far and talk about if the Guardians can get back into their series and can the Mets take control of the NLCS? Plus, reactions to some blockbuster trades in the NFL and the benching of Justin Fields in PIttsburgh!

Shoulda Bet More with Will Hill - Ep. 118 - Jeff Parles Oct 14, 2024

Join us in this episode of Shoulda Bet More as we dive into the latest MLB standings and break down the thrilling world of Monday Night Football predictions with our special guest, Jeff Parles. Tune in as we explore team performances, key matchups, and betting insights that could give you the edge in your next wager. Whether you're a seasoned bettor or just a sports fan, this episode is packed with analysis, hot takes, and the excitement of the game. Don’t miss out—let’s make those bets count!

Shoulda Bet More with Will Hill - Ep. 117 - Brad Powers Oct 11, 2024

This is gonna be a big weekend. Baseball's Championship Series begins, we get a great NFL slate, and we get a powerhouse College Football Saturday with marquee matchups. To give his analysis and bets on those games, we've brought Brad Powers (@BradPowers7) of the Bet The Board Podcast back to the podcast! We get his opinion on Texas/Oklahoma, Penn St./USC, and Ohio St./Oregon as well as some other games that are flying under the radar, but are great spots to make some bets. Will also goes over his NFL bets for the weekend and where we are at in the MLB Postseason and where we might end up at in the World Series.

Shoulda Bet More with Will Hill - Ep. 116 - Dave Ross Oct 09, 2024

We have been treated to four tight and extremely competitive Division Series matchups and to go over them, we've invited back Dave Ross (@drosssports) from Sunday Bet Prep on VSiN! We discuss how his Mets have come from rock bottom all the way to within one game of the NLCS. Are the Padres going to be able to finish the job against the Dodgers? Should the Yankees be worried with how their series is going with Aaron Judge seemingly missing? With Detroit's 9th inning blast to give them the win Monday, do they actually have a chance at upsetting Cleveland? Plus we go over the huge news of the Jets firing Robert Saleh. What does this mean for the Jets moving forward, will they be able to salvage their season? Finally, we get an early look at some Week 6 bets!

Shoulda Bet More with Will Hill - Ep. 115 - Gill Alexander Oct 07, 2024

What a wild sports weekend. So many College Football upsets, some wild NFL games, and some intense baseball series. To break it all down with an eye on what to take advantage of betting wise, we've invited back Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod!" We recap week 5 in the NFL and provide our takeaways. Are the Vikings a championship contender? Will Cleveland be picking first overall? We talk about some of the wild MLB postseason games that have been happening in the AL/NLDS and discuss if some of the best series lines to take at this point. Plus, we touch on what College Football will look like after this upset-filled weekend!

Shoulda Bet More with Will Hill - Ep. 114 - Mitch Moss Oct 04, 2024

The Division Series round is all set as we head into the weekend and to preview that round, we've invited from "Follow the Money" on VSiN, Mitch Moss (@MitchMossRadio) back to the pod! We break down the series' and the betting angles we like from them. Should the Orioles postseason performances of the past 2 years get Brandon Hyde fired? Does the Wild Card round change our opinion of any of these teams? We also go over this weekend of College and NFL football and give you our best bets from each so you can ahead on the books!

Shoulda Bet More with Will Hill - Ep. 113 - Jeff Parles Oct 02, 2024

Join host Will Hill in this episode of "Shoulda Bet More" as he sits down with passionate Mets fan Jeff Parles (@jeffparles) to dive into the excitement of the first day of the 2024 MLB playoffs. They’ll break down the day's thrilling matchups, share their predictions for what’s next, and explore what the future holds for their favorite teams. Whether you’re a die-hard baseball fan or just looking to get in on the playoff action, tune in for insights, hot takes, and a bit of banter that only true fans can appreciate. Don’t miss out on the fun—let’s talk playoffs!

Shoulda Bet More with Will Hill - Ep. 112 - MLB Postseason Preview with NicLarson Oct 01, 2024

After an exciting final day of baseball, it's finally here, the MLB Postseason! We've brought NicLarson (@NicLarsonGB) from the Goldboys discord onto the show to give you all the edge you need on betting this postseason. We recap the wild doubleheader that was Mets vs. Braves and discuss if the quick turnaround for each team will affect them in the Wild Card round. We go over each series and give you our best betting angles and predictions for how each series will go. We also go over full postseason bets, our World Series bets, and some lesser known bets that you can find the edge on by tuning in!

Shoulda Bet More with Will Hill - Ep. 111 - Kiev O'Neil Sep 30, 2024

It was a busy week 4 in the NFL on Sunday and we have the recaps and reactions from Will and Kiev O'Neil (@OBKiev) of The Odds Breakers! Are the Jets truly a contender after their upset loss to the Broncos at home? The Vikings continue to impress as they come away with a win at Green Bay, are they truly a title contender? Who is going to be the Rookie of the Year, Jayden Daniels or Malik Nabers? We look ahead to week 5 based on the early lines and give out our early leans. We also discuss some college ball reactions from this weekend and give you our early bets for week 6 on Saturday. Plus, the double header to decide the final NL Wild Card spots happens today, Will gives the scenarios and what he think will happen. Look for a preview show on Tuesday for the MLB Postseason as we give you our best bets on how we think these series will go.

Shoulda Bet More with Will Hill - Ep. 110 - Chris Macero Sep 27, 2024

We have a big weekend coming up, it's the final weekend of the MLB Regular Season. We are at the end of these division and wild card races and we've brought professional sports bettor and VSiN contributor, Chris Macero (@RealGadge), onto the pod to give us his analysis and betting perspective of the Postseason. We preview the final weekend of the season and give our final predictions on which teams will nab those final wild card spots. Chris gives insight on how he handicaps the Postseason and what he looks for in a World Series competing team. We give analysis on some of the biggest competitors and whether or not they can win the World Series, and Chris gives out some of his World Series exacta bets! Plus, Chris gives us his best bets for this weekend in College Football and the NFL and details why the Washington Commanders could be a very sneaky team the rest of the way this season. Plus, Will gives us his best bets for week 4 in the NFL and also gives us a rant on how the WNBA has fumbled with Caitlyn Clark.

Shoulda Bet More with Will Hill - Ep. 109 - Stuckey Sep 25, 2024

On this midweek episode of Shoulda Bet More, Stucky (@Stuckey2) from Action Network returns to the podcast to talk some football! We recap both games from Monday night. After 0-3 starts, is the season over for the Bengals and the Jaguars? Which of them, if either, still stand a chance at making the playoffs? How have the Minnesota Vikings started out the season on fire with Sam Darnold? We talk about Thursday night's matchup between the Cowboys and the Giants and give you our favorite leans and bets. Plus, a preview at Saturday's huge Georgia vs. Alabama game!

Shoulda Bet More with Will Hill - Ep. 108 - Scott Seidenberg Sep 23, 2024

Join us as we get the instant reaction to Sunday's week 3 slate with Scott Seidenberg (@ScottsOnAir) from Pregame.com! After a narrow victory against the Saints, does the seat get a little cooler for Eagles HC, Nick Siriani? The Seahawks, Steelers, and Vikings are all 3-0; are they actually for real? Is the Bryce Young era truly over after the Panthers get a big win with Andy Dalton? We also go over Kyle Shanahan's major call to attempt to kick a field goal that ended up costing them the game against the Rams. We look forward to two Monday Night Football games and give you our best bets on them. Plus, we look to baseball in the final week to try to determine who will be in and out in the wild card race!

Shoulda Bet More with Will Hill - Ep. 107 - Femi Abebefe Sep 20, 2024

We have a jampacked football weekend coming up and to get you ready, we've brought back from BetQL, Femi Abebefe (@FemiAbebefe)! Femi gives us the NFL teams he thinks are contenders and pretenders, which of the 0-2 teams will be able to recover, and his betting preview for week 3! We also get a look at potential NFL awards as well as where we are at for MLB awards with just over one week to go! Femi also gives us his favorite College Football bets this weekend. Plus, Will gives his week 3 plays and a quick postseason race recap as the MLB season winds down.

Shoulda Bet More with Will Hill - Ep. 106 - Iain MacMillan Sep 18, 2024

On this episode of Shoulda Bet More, we invite from Sports Illustrated and noted Falcons fan, Iain MacMillan (@IainMacBets) back to the podcast! We recap and reacted to the wild ending between the Falcons and the Eagles from Monday night. We do a lookahead to Thursday Night Football and the rest of Week 3 as we give you our best bets. Bryce Young has been benched by the Panthers, what do they do with him next and is their season outlook any better than it was before? Iain tells us who he believes are the contenders and pretenders of the NFL after week 2. Plus, since when has the "E" in ESPN stood for Eagles? Was bringing Jason Kelce on a good idea?

Shoulda Bet More with Will Hill - Ep. 105 - Doug Kazirian Sep 16, 2024

Week 2 is in the books and we've brought Doug Kezirian (@DougKezirian) onto the pod where him and Will give you their reactions to everything we saw this weekend. After 2 weeks, which teams are better or worse than we originally thought? After the number of upsets this weekend, can we still take advantage of the books as they lag behind? Who is it worth betting on for the first coach to be fired? Plus, a week 3 lookahead and Will gives his Monday Night Football best bet between the Falcons and the Eagles.

Shoulda Bet More with Will Hill - Ep. 104 - Jeff Parles Sep 13, 2024

On today's episode, we get you ready for Week 3 in College Football and Week 2 in the NFL. We've brought back one of our favorites, from Sports by the Book, Jeff Parles (@jeffparles)! Jeff gives his overreactions from Week 1 in the NFL. The guys discuss if the Cincinnati Bengals should be concerned going forward. They also give their best bets for this weekend in the NFL and College Football. Plus, Jeff and Will talk about who they think will be in and out of the postseason at the end of the MLB season in just a few weeks!

Shoulda Bet More with Will Hill - Ep. 103 - Jason Weingarten Sep 11, 2024

Now that week 1 is officially in the books, we can turn our attention a bit back to baseball. Jason Weingarten (@Spreadapedia) from VSiN returns to the pod to talk about the close division races and wild card races. With 3 weeks to go, which teams do Jason think end up making the postseason? Do the Yankees or Orioles take the AL East? Will the Braves be on the outside looking in? We also talk awards with Jason. We look at the odds compared to what they were at the start of the year, and are there still bets worth making for a possible upset? Jason also gives us his week 1 takeaways and early looks at week 2 plays. We also talk about Colorado and whether the Deion experiment will last.

Shoulda Bet More with Will Hill - Ep. 102 - Matkafee Sep 09, 2024

Welcome to Shoulda Bet More, the podcast where host Will Hill and special guest @matkafee dive deep into the upcoming NFL action. In this episode, Will and Matkafee break down the first weekend of the season, sharing insider insights, game predictions, and betting tips to help you make the most informed picks. Whether you're a seasoned bettor or just a football fan eager for a sneak peek, tune in to get the edge you need before kickoff!

Shoulda Bet More with Will Hill - Ep. 101 - Adam Kaufman Sep 06, 2024

What a way to open the NFL Regular Season, but we aren't done because we have a special Friday night game in Brazil! The Packers play the Eagles in São Paulo and to get the best bets for it, we've brought Adam Kaufman (@AdamMKaufman) from WKRO 680 and iHeartRadio Boston back to the pod! We do a quick preview of the game and give our best bets for it. We also preview the rest of Sunday's slate of games for week 1. Adam was high on the Patriots the last time we spoke, does he still feel optimistic about the direction of the team? We also get Adam's Super Bowl matchup and winners. Plus, Will recaps and reacts to the wild Ravens vs. Chiefs game and what it means for both teams moving forward. Also, Will previews week 2 of college football and gives his favorite bets of the weekend.

Shoulda Bet More with Will Hill - Ep. 100 - Sammy P Sep 04, 2024

We've made it to 100! Thanks to everyone that has tuned into the pod, we are glad you are enjoying it. More importantly, the NFL Regular Season begins tomorrow! To dive into the upcoming season and more specifically, Thursday's game between the Ravens and Chiefs, we've brought from the Chicken Dinner podcast, Bet QL, and Fox Sports, Sammy P (@spshoot)! We get his hottest take for the season, his favorite longshot awards plays, his and Will's best bets for Thursday's game as well as Sunday's games! Plus, we get the biggest takeaways from week 1 in College Football and some bets to look forward to on Saturday for week 2! You'll get your football fix on this episode, we promise.

Shoulda Bet More with Will Hill - Ep. 99 - FranchiseKF Aug 30, 2024

Tomorrow, we finally get the first full slate of College Football. It's week 1 time! We've invited College Football handicapper FranchiseKF (@FranchiseKF) to give us all the info we need as we truly kick off the season. We talk about what we witnessed in week 0 and discuss some takeaways. We also go over some of the biggest games and give you the best bets for this weekend so you can start adding to your bankroll. FranchiseKF also has sleeper picks to make the Playoff as well as to win the Heisman to get in now before the odds begin to lower! Plus, Will talks the MLB postseason races as we enter the final month of the season!

Shoulda Bet More with Will Hill - Ep. 98 - Mike Sando Aug 28, 2024

We are just one week away from the start of the NFL Regular Season! That also means that Mike Sando (@SandoNFL) of The Athletic has released his yearly QB Tiers list! We've invited Mike back onto the pod to talk the list as voted on by NFL coaches and executives so we can discuss how everything shook out. We discuss who rose and fell in the rankings and which players' rankings surprised us. Also, what do some QBs need to do heading into the year to improve their perception around the league. Plus, Mike also gives us the teams he thinks will be big sleepers this year!

Shoulda Bet More with Will Hill - Ep. 97 - Joey Isaks Aug 26, 2024

The US Open tennis tournament begins this week, so to help you get ready to hit some tennis bets for the next two weeks we've invited professional bettor, Joey Isaks (@joeyisaks) onto the pod! We discuss the favorites, the longshots, the first round matchups, and Joey gives us his favorite bets to win it all in the men's bracket as well as the women's bracket! Joey also gives us his tips when trying to do courtside betting at the matches. Tune in to get a jump start to your bankroll for one of the biggest tennis tournaments of the year!

Shoulda Bet More with Will Hill - Ep. 96 - Ian Eagle Aug 23, 2024

As we head into the final weekend of the NFL preseason, we wanted to get a perspective of the game from someone who calls it, so we've invited back Ian Eagle! The NFL on CBS play-by-play man gives us insight into how he prepares to call a game, and how it allows him to analyze the league differently than most other tv analysts. As a New York guy, we get his insight into how the Jets and Giants offseason have gone and where they can go this upcoming season. Since announcing is the family business, we talk about his son Noah Eagle working play-by-play for Olympic Basketball. It's also never too early to start talking NBA basketball and as Ian also does work with TNT and the YES Network for the Nets, we discuss what the Nets have done this offseason and how it might affect their future!

Shoulda Bet More with Will Hill - Ep. 95 - John Laghezza Aug 21, 2024

We are getting so close to the final month of the MLB season! We thought do to a check in on where we are at as we prepare for the postseason, so we've brought from The Athletic, John Laghezza (@JohnLaghezza)! We talk about which teams are making the postseason and who will claim the last wild card spots as the race is coming down to the wire. John gives us his state of the game opinions such as pace of play changes, umpiring calls, and more! John also gives us his takes on the overrated and underrated teams heading into the upcoming NFL season. Plus, Will previews week 0 of College Football on Saturday. Tune in to get the best bets for this upcoming weekend and beyond!

Shoulda Bet More with Will Hill - Ep. 94 - "The Bear" Chris Fallica Aug 19, 2024

Welcome to Shoulda Bet More, the podcast where sports betting meets sharp analysis and lively conversation. Hosted by Will Hill, a seasoned expert in the world of wagers, this show dives deep into the latest action across the NFL, MLB, College Football, and occasionally, even tennis.

In this episode, Will is joined by Chris Fallica, renowned sports analyst from Fox Sports. He's back!! Together, they break down the latest games, uncover betting trends, and offer their predictions for the weeks ahead. Whether you're a seasoned bettor or just curious about the odds, Shoulda bet more delivers the information and entertainment you need to up your game.

Tune in for a mix of expert advice, engaging banter, and all the insights you need to make informed bets. Don’t miss out—listen now and find out why you shoulda bet more!

Shoulda Bet More with Will Hill - Ep. 93 - Scott Seidenberg Aug 16, 2024

Join Will Hill and Scott Seidenberg (@ScottsOnAir) as they dive into the high-stakes drama of MLB pennant races and break down the latest buzz from NFL training camps. Get the inside scoop on what’s really happening in the sports world and discover where you shoulda bet more! 🎙️🏆🏈

Shoulda Bet More with Will Hill - Ep. 92 - Gill Alexander Aug 14, 2024

On today's pod, we've asked Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" to return to give his looks for the upcoming NFL season. He supplies us with his hot takes and previews some of his favorite teams as well as teams he thinks could have wildly differing outcomes for this upcoming season. We also talk baseball as we head into the final month and a half of the season. How are the awards looking and which of the teams that are competing for a playoff spot the biggest threats to win the World Series? We also get a quick US Open tennis preview!

Shoulda Bet More with Will Hill - Ep. 91 - Mitch Moss Aug 12, 2024

Week 1 of the NFL Preseason is in the books and we've brought back from "Follow the Money" on VSiN, Mitch Moss (@MitchMossRadio) to talk about some of his season long NFL bets! We also discuss MLB division races, Cy Young awards, Rookie of the Year Awards, and MVP awards for the AL and the NL. Also talked about is the way to bet baseball with a different postseason in the past, are longshots more viable than ever? Plus, Will recaps a crazy ending to the gold medal game in Olympic basketball and gives some bets for upcoming MLB games.

Shoulda Bet More with Will Hill - Ep. 90 - Matt Youmans Aug 09, 2024

On today's episode, we invite Matt Youmans (@mattyoumans247) from VSiN onto the pod to talk some MLB Postseason races and some football! We get Matt's take on which teams will win each division and the ones who will take up the wild card spots. Could the Braves possibly miss the postseason altogether? Matt gives us some Over/Under wins plays that are worth a look for NFL and College Football! We also get a preview at Matt's famed top 50 fast food power rankings. Plus, Will has a play worth taking for the Olympic basketball final between the US and France!

Shoulda Bet More with Will Hill - Ep. 89 - Steve Fezzik Aug 07, 2024

The first week of the NFL Preseason begins tomorrow, and to get the edge on preseason betting, we've invited Steve Fezzik (@FezzikSports) from Pregame.com back to the pod! Steve gives us his approach to preseason betting and how he reads shifting lines and bets to his advantage. We also get his opinion on how the new kickoff will affect over/under betting. We discuss if it's right that the NFL is ending games in the preseason early when games are being bet on through their gaming partners. We also talk the new surcharge that DraftKings is implementing in some states and how it reminds Steve of another product that had to be walked back on. Tune in for the most informative content you'll get for the NFL Preseason!

Shoulda Bet More with Will Hill - Ep. 88 - Jeff Parles Aug 05, 2024

He's back! To discuss what has suddenly become some very competitive MLB division races, Jeff Parles (@jeffparles) returns to the pod! We talk about how the Phillies and Dodgers have let the teams below them slowly creep up to first place, so which team is more likely to blow the division? We get Jeff's opinion on the AL East race between the Yankees and the Orioles with the trade deadline wrapped up. We also discuss which teams are going to get those last wild card spots in the AL and NL. Plus, Jeff gives us some of his new NFL takes and an excellent analysis on the knockout round in Olympic Basketball.

Shoulda Bet More with Will Hill - Ep. 87 - John Jastremski Aug 02, 2024

Now that we've had time to digest what's happened at the trade deadline, we've brought on from SNY and the "New York, New York" podcast on the Ringer, John Jastremski (@john_jastremski)! We go over what the Yankees and Mets did at the deadline and was it enough for either team? We look at the rest of the league and try to predict the division races from here on out as well as which teams will take the wild card spots? Plus, John also gives us some of his NFL opinions on which teams are overvalued/undervalued?

Shoulda Bet More with Will Hill - Ep. 86 - Hitman Jul 31, 2024

Dive into the latest edition of "Shoulda Bet More" as we sit down with Hitman from TheHammerHQ! 🏈💰 Get ready for a thrilling discussion packed with insider knowledge and expert predictions on the NFL preseason. Whether you’re a seasoned bettor or just starting out, Hitman’s insights are a game-changer.

All this action is brought to you by the Gold Boys Network. Don’t miss out—hit that play button and level up your betting game! 🔥🏆

Shoulda Bet More with Will Hill - Ep. 85 - Brad Thomas Jul 29, 2024

We continue our series of College Football and NFL previews with Brad Thomas (@MrBradThomas)from NBC Sports and GoldBoys! Brad gives us his overrated and underrated teams in both College Football and the NFL. As an SEC guy, Brad gives us his takes on Alabama, Ole Miss, and Texas in their first year in the SEC. Also as an extra bonus, we get tips on betting the Olympics! Plus, Will goes over some of the trades that have been made in baseball as we head towards the trade deadline!

Shoulda Bet More with Will Hill - Ep. 84 - Aaron Schatz Jul 26, 2024

We are less than a week from the Hall of Fame game in Canton to kickoff the NFL Preseason. To get another perspective of how the season will turn out, we've brought back the father of DVOA, Aaron Schatz of FTN Fantasy. Aaron lets us in on what the advanced stats for the upcoming season say about what various teams' strengths and weaknesses are, where teams will place in their divisions, and how their projections compare to the wins market so you can make a bet on a team's over/under win total! Plus, with the Yankees struggling heading into a pivotal series with the Red Sox in Boston, Will goes scorched earth on the Yankees organization. You aren't gonna want to miss this...

Shoulda Bet More with Will Hill - Ep. 83 - Femi Abebefe Jul 24, 2024

We have the awards guru from VSiN, Femi Abebefe (@FemiAbebefe) on today's episode of Shoulda Bet More! In baseball, we talk about the race for the AL MVP, AL/NL Cy Young, and Femi gives us a World Series exacta that he loves the value in! In football, we get his takes on who will end up being the worst team in the league, and who will surprise which may trigger a coach of the year bet. We also get a longshot award for a rookie that Femi sees a lot to love in. Plus, Will lets us in on an NFL future that intrigues him. Tune in for that and more on today's episode!

Shoulda Bet More with Will Hill - Ep. 82 - Geoff Schwartz Jul 22, 2024

We can almost say football is back! NFL Teams report to training camps this week and to talk about his experience and his opinions on the upcoming season, we've brought on former NFL Offensive Lineman and from Fox Sports, Geoff Schwartz (@geoffschwartz)! Geoff discusses how he handicaps games based on offensive line play from what he knows from his playing days. We also get his opinions on teams he likes to go over and under their projected win totals. We get some awards discussion from him and he also gives us some of his favorite win total bets from the upcoming college football season as well! Tune in for what is a wildly entertaining and informative show!

Shoulda Bet More with Will Hill - Ep. 81 - Adnan Virk Jul 19, 2024

The second half of the MLB season begins today! For more preview of how the second half will play out, we've brought back Adnan Virk (@adnansvirk) from MLB Network and the Cinephile with Adnan Virk podcast! We talk about the AL East, is it a two team race between the Orioles and the Yankees, or can the Red Sox continue their hot streak and compete for the division? We discuss the trade deadline, who are the big names that will be moving and what teams will be looking to add to solidify a postseason run? Paul Skenes has had an unbelievable first half of the season, so can the rookie also win the Cy Young award? Plus, Adnan gives us some of his must see movies of the summer and into the fall!

Shoulda Bet More with Will Hill - Ep. 80 - Dave Ross Jul 17, 2024

With the All-Star Game now behind us, we look forward to the 2nd half of the MLB season. To get us started, we've invited Dave Ross (@drosssports) from Sunday Bet Prep on VSiN back to the podcast! When he was on last, his Mets were in the gutter. Now, they have brought themselves back to looking like a potential playoff team! We talk about what they will do at the upcoming trade deadline and whether or not betting on them to make the postseason is a good idea. We also talk about the state of the divisions and which first place teams at the half won't be there at the end of the season. We also go over a little NFL for the upcoming season. Plus, Dave gives us his favorite bets for The Open in Scotland this weekend as well as some underdog UFC picks!

Shoulda Bet More with Will Hill - Ep. 79 - Kiev O'Neil Jul 15, 2024

On this episode of Shoulda Bet More with Will Hill we dive deep with our special guest, Kiev O'Neil from The Odds Breakers (@OBKiev). He's back! and brings his sports-betting expertise to the table as we discuss the hottest topics in the gambling universe. Tune in as Kiev joins us for an engaging discussion on NFL schedules, the MLB All-Star break, and the thrill of college football. Get ready to break down the odds and make your predictions with the best in the business, right here on Shoulda Bet More podcast.

Shoulda Bet More with Will Hill - Ep. 78 - Jonathan Von Tobel Jul 12, 2024

One of our favorite guests, Jonathan Von Tobel (@meJVT) of VSiN Primetime returns to the pod! We discuss NBA Summer League and how to bet it. We talk about the upcoming NBA season and any pre-season award betting looks. As we are a little bit more than a month out of football season starting, we talk about overrated/underrated college football teams of the Big 12 and Mountain West conferences. We also discuss NFL football and JVT has a sneaky Offensive Player of the Year bet that he really likes. Tune in to find out!

Shoulda Bet More with Will Hill - Ep. 77 - Julian Edlow Jul 10, 2024

As we get deeper into the summer season, fall creeps ever closer. Which means football is coming up soon! To talk about all things football as well as NBA Summer League, and baseball, we've brought back Julian Edlow (@julianedlow) from the DraftKings Network! Julian gives us his NFL wins over/under takes and his thoughts on some player prop bets that he likes. We also get a College Football Week 1 betting preview from him. He also talks us through his betting strategy for Summer League as well as his thoughts about the upcoming NBA season! Plus, Will talks about which NFL team he really likes this season and what bets he likes for them.

Shoulda Bet More with Will Hill - Ep. 76 - "The Bear" Chris Fallica Jul 08, 2024

The Bronx is burning! The Yankees have been struggling for the past month and to talk about their struggles, we've brought back "The Bear" Chris Fallica (@chrisfallica) from Fox Sports! Will and Chris discuss how the Yankees have got to this point, whether or not they can hold on to a playoff spot, and what needs to be done for them to right the ship. They also talk about the upcoming college football season. Which teams Chris thinks are overrated and underrated, and who he thinks has sneaky potential to win the Heisman Award. Plus, Chris gives his takes and bets on the Euros and Copa America tournaments. Tune in to get the edge on the books!

Shoulda Bet More with Will Hill - Ep. 75 - Jeff Parles Jul 05, 2024

One of our favorite guests, from Sports by the Book, Jeff Parles (@jeffparles) is back! Will and Jeff talk about how Jeff's Mets is having a post Grimace-First-Pitch resurgence. Is it worth a bet on them to make the postseason with the run they've been making? On the other side of the city, the Yankees have struggled. What do they need to do to keep pace with the Orioles to try to win the AL East? What futures bets does Jeff like at this stage of the season? We also get Jeff's reaction to the NBA offseason and where he sees the upcoming NBA season going. We also talk the most intriguing NFL team this season and Jeff gives us his favorites to make the College Football Playoff in the first season of a 12 team playoff!

Shoulda Bet More with Will Hill - Ep. 74 - Reed Wallach Jul 03, 2024

On this episode of Shoulda Bet More, Reed Wallach (@ReedWallach) of The Early Reed Podcast and Sports Illustrated swings by to give his thoughts on NBA Free Agency and College Football! We discuss the Free Agency moves that have been made and which teams are best situated coming into the season to win the NBA Finals. With College Football coming up in a little over a month, we go over how teams will fare in their new conferences, overrated and underrated teams, and who the Playoff and National Championship threats are. Plus, Reed gives us a Heisman bet he likes coming into the season!

Shoulda Bet More with Will Hill - Ep. 73 - Gill Alexander Jul 01, 2024

July has begun which means it's time for Wimbledon. To talk some lawn tennis, we've brought back Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod." Gill gives us some of his analysis of the men's and women's tournament that lead to the bets he likes for the first round of the tournament all the way to the finals. Gill also gives us his football hot takes for the upcoming NFL season and how it may lead to a possible longshot playoff contender. Plus Will gives us a look at how NBA Free Agency is going.

Shoulda Bet More with Will Hill - Ep. 72 - Brad Powers Jun 28, 2024

As summer starts, football draws ever closer. On this episode of Shoulda Bet More, we've invited Brad Powers (@BradPowers7) of the Bet The Board Podcast onto the pod to give us his analysis on this upcoming season of College Football. In it we discuss the overrated and underrated teams of the upcoming season, over/under on win totals, Heisman Trophy bets, National Championship bets, week 0 and 1 bets, and College Football Playoff bets now that it has expanded to 12 teams. How will teams like Oregon and Texas do in the Big Ten and SEC respectively? Will Alabama be able to preform at the same level as in the Saban era with him now retired? Plus, Will recaps/analyzes the NBA Draft and the huge trade that went down between the Kicks and the Nets.

Shoulda Bet More with Will Hill - Ep. 71 - Drew Dinsick Jun 26, 2024

Now that we are officially in the NBA offseason, it's time for the NBA Draft. To give his analysis and predictions, we've invited Drew Dinsick (@whale_capper) of NBC Sports back onto the podcast. We get his thoughts on who the first 6 picks will be, what the Hawks should do with the number 1 pick, where Zach Edey will end up in the draft, and what he thinks will happen this offseason when it comes to big name free agents and trades. Plus, with the Olympics coming up, Drew gives his thoughts on how many golds USA Swimming can get in Paris, and how he goes about handicapping swimming. Also, we get his NFL hot takes on the upcoming season and how it's affecting one of the bets he's looking at for the Super Bowl. Tune in to the pod get the edge on the big name sports plus more!

Shoulda Bet More with Will Hill - Ep. 70 - Alex B. Smith Jun 24, 2024

The best two words in sports...Game Seven. Tonight, the Stanley Cup Winner is decided between the Edmonton Oilers and the Florida Panthers. To give the best insight on the game tonight, we've invited Alex B Smith (@axmithsports) of The Ice Guys to the pod to give his best bets and leans. We talk about how the series has gotten to this point as it looked like the Panthers were going to coast to a championship up three games to none. Even if the Oilers lose, is there anyway Connor McDavid doesn't win the Conn Smythe Award? Plus, O/U leans and finally, Will's and Alex's pick for who wins it all tonight. Get ready for an epic game seven by getting the biggest betting edge and tuning in!

Shoulda Bet More with Will Hill - Ep. 69 - Adam Chernoff Jun 21, 2024

Will is joined by Adam Chernoff (@adamchernoff) on this episode of the Shoulda Bet More podcast. The two touch briefly on the NHL Stanley Cup Finals before diving deep into the upcoming NFL season. Can the Oilers force a game seven against the Panthers. Adam shares some of his controversial takes for the upcoming season. Will the Carolina Panthers be a wildcard contender? Will Breece Hall win Offensive Player of the Year? Will the Broncos be the worst team in the league? Can the Chargers make the playoffs? Tune in to hear everything these two have to share!

Shoulda Bet More with Will Hill - Ep. 68 - Jason Weingarten Jun 19, 2024

We are nearing the end of June, so we've brought Jason Weingarten (@Spreadapedia) from VSiN back to the pod to talk some baseball. We get his takeaways on the division races and end of season awards such as league MVPs, Cy Youngs, and Rookies of the Year. Where those bets stand, who he likes, and who he's keeping an eye on who may not be a favorite right now! Plus, the Celtics have won the NBA Finals! Will gives a post-mortem on them and the NBA Playoffs as a whole. Also, Jason goes over some of his bad golf beats and how he's planning on righting the ship!

Shoulda Bet More with Will Hill - Ep. 67 - Scott Seidenberg Jun 17, 2024

Scott Seidenberg (@ScottsOnAir) from Pregame.com returns to the pod as we get his takes on the NBA Finals, Stanley Cup Finals, and on the MLB season! With both the NBA and the NHL's Finals mirroring each other, do we see both series get extended to a game 6? Will Jaylen Brown or Jason Tatum win Finals MVP if the Celtics close it out? Is there any chance Connor McDavid can win the Conn Smythe Award even if the Oilers lose? Who is the favorite to win the NL MVP now that Mookie Bets is out with a broken hand? Plus, trade talk for the teams who plan to be seriously competing for the World Series this year.

Shoulda Bet More with Will Hill - Ep. 66 - Matt Grissom Jun 14, 2024

We are down to 8 teams and the College World Series officially starts today! We've brought back from CollegeBaseballInsiders.com and VSiN, Matt Grissom (@GrissomOnX) to get an update on what we've seen so far in the tournament, and to get his thoughts and predictions on the 8 teams remaining! We get Matt's best bets on each matchup in the first round, plus who he thinks will come out of each bracket to meet in the finals. Also, with Boston up 3-0 in the NBA Finals, is there any chance that Dallas can avoid being swept? Get ready for a big weekend of betting by tuning in!

Shoulda Bet More with Will Hill - Ep. 65 - Ben Wilson Jun 12, 2024

As the NBA and Stanley Cup Finals keep going on, Ben Wilson (@Ben_Wilson_1) from ESPN+, FOX, and VSiN joins the podcast to give his perspective on how each series is going! Ben and Will discuss which team has a better chance of climbing out of their 0-2 deficit, the Mavericks or the Oilers. Ben and Will give their bets and predictions for how each series will end. They also talk about the upcoming NBA draft! Will the draft class being weak provide the ability to get good lines on where players end up going? Which teams look the best going into this weekend's College World Series? Find out all of that and more on today's episode!

Shoulda Bet More with Will Hill - Ep. 64 - Jonathan Von Tobel Jun 10, 2024

The Celtics have taken a commanding 2-0 lead in the NBA Finals. To discuss how the Celtics are doing it, we've brought Jonathan Von Tobel (@meJVT) of VSiN Primetime back to the pod! Will and JVT go over what the Celtics have done right, what the Mavericks have done wrong, and what the Mavericks can do to get back into this series. Jayson Tatum is currently the favorite to win Finals MVP, but is that truly the smart bet? Plus, some early NBA Futures for next season! Tune in to get the betting edge!

Shoulda Bet More with Will Hill - Ep. 63 - Kelley Bydlon Jun 07, 2024

Game 1 of the NBA Finals is in the books, and what a dominant win by the Boston Celtics. Kelley Bydlon (@KelleyBydlon) from VSiN's "A Numbers Game" joins Will as he returns to the pod to get an instant reaction to what we saw and what it means for the rest of the series. What does Dallas need to do to win in game 2. How does the outcome of game 1 change betting strategies moving forward in the series? Who is most likely to win Finals MVP? Also, it sounds as if Dan Hurley might leave UConn for the Lakers. What does it mean for UConn, LeBron, and the Lakers future?

Shoulda Bet More with Will Hill - Ep. 62 - Jason McIntyre Jun 05, 2024

Joining Will on this episode of Shoulda Bet More is Jason McIntyre (@jasonrmcintyre) from The Straight Fire podcast and The Herd! The two share what they're looking at as the NBA Finals approach. Should the Mavericks be the favorites to win it all? Should Angel Reese receive credit for the popularity of the WNBA or should all the credit go to Caitlin Clark? Does Tucupita Marcano deserve a lifetime ban from the MLB? Hear it all on this episode of Shoulda Bet More!

Shoulda Bet More with Will Hill - Ep. 61 - Jeff Parles Jun 03, 2024

Joining Will on the pod today is one of our favorite guests, from Sports by the Book, Jeff Parles (@jeffparles)! They talk about the takeaways from each division in baseball two months into the season. Who they think are making the postseason and who will be on the outside looking in. They also discuss who will win and who is worth betting on the Cy Young award for each league as well as the MVP award. They look forward to the NBA Finals and give a mini-preview on how they think the series will go. Jeff also goes through who he thinks will surprise this NFL season based on the schedule and teams' offseasons. Plus, will the WNBA do anything about trying to protect Caitlyn Clark after she got shoulder checked against the Chicago Sky?

Shoulda Bet More with Will Hill - Ep. 60 - Matt Grissom May 31, 2024

The NCAA Baseball Tournament begins this weekend! Three weekends of baseball culminating in the College World Series. To get you ready, we've invited, from CollegeBaseballInsiders.com and VSiN, Matt Grissom (@GrissomOnX)! Matt goes over everything you need to know to bet the tournament, his favorites from each regionals, and his favorite bet to win the tournament! Plus, the NBA Finals are set and it will be the Dallas Mavericks facing off against the Boston Celtics. Will give a mini lookahead to see where each team is at before he gives his picks next week!

Shoulda Bet More with Will Hill - Ep. 59 - Adam Kaufman May 29, 2024

With the Celtics sweeping the Pacers and reaching the NBA Finals, we thought to bring on Adam Kaufman (@AdamMKaufman) of WRKO 680 in Boston to give us a Boston perspective on sports and betting! Should Boston be concerned about having such an easy path to the Finals? How do they matchup against either the Mavericks or the Timberwolves? What is Adam's Finals prediction? Can the Patriots out-pace their projected win total? Will we see Drake Maye this season or is it Jacoby Brissett's team? How is the Red Sox's season up to this point? Will they surpass their win total? Plus, Will has a baseball future that he believes is the last chance to take! Tune in to find out and beat the books!

Shoulda Bet More with Will Hill - Ep. 58 - Dave Ross May 27, 2024

Happy Memorial Day! Will invites a new guest, the host of Sunday Bet Prep on VSiN, Dave Ross (@drosssports)! The guys talk everything from MLB, NFL, NBA, UFC, and the PGA Tour! They discuss some of their favorite picks in each sport and how they feel about the various teams and players. Plus, Will goes though some of the baseball games to watch on Memorial Day!

Shoulda Bet More with Will Hill - Ep. 57 - Mitch Moss May 24, 2024

It's Memorial Day weekend and to get you guys some great picks heading into the long weekend, Will has invited from "Follow the Money" on VSiN, Mitch Moss (@MitchMossRadio)! The guys talk a ton of baseball including which longshots can possibly sneak their way the Cy Young award in each league, the threat level of the division leaders and some of those in wild card slots, and longshots to win the World Series. Are the Timberwolves in any trouble after game one now that Dallas is favored in the series? How does Boston match up against either of these teams? We get Mitch's take on his bets for the NFL season now that he's seen the schedule. Plus, NHL bets: who wins the Stanley cup and who wins the Conn Smythe Award?

Shoulda Bet More with Will Hill - Ep. 56 - Dustin Swedelson May 22, 2024

Joining Will on the pod for this episode, from VSiN and the Double Play Podcast on the DraftKings Network, Dustin Swedelson! We are just about two months into the baseball season, so how do the guys think the rest of the season is going to shake out? We get their takes on some of the competing teams. Dustin also has some end of season awards bets and a World Series future he really likes. A preview on the Timberwolves/Mavericks series, a Knicks post-mortem and offseason lookahead, and one team that Dustin is going all-in on this upcoming NFL season. Tune in to find out!

Shoulda Bet More with Will Hill - Ep. 55 - Gill Alexander May 20, 2024

What. Just. Happened? Coming directly off the heels of the Nuggets blowing a 20 point lead against the Timberwolves in game 7, Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" returns to the podcast with Will to give their raw reactions to what we all just witnessed. They also talk about how the Pacers took care of the Kicks in MSG in that game 7. An early look at the upcoming Conference Finals series and some betting looks that intrigue the guys. We also get Gill's season long NFL bet that he's locking in after the schedule release. Plus a look at the bets teams in MLB this year and whether or not they can keep it up until October.

Shoulda Bet More with Will Hill - Ep. 54 - Jonathan Von Tobel May 17, 2024

One of our favorite guests, Jonathan Von Tobel (@meJVT) of VSiN Primetime returns to the pod to talk NBA Playoffs and NFL Futures after the release of the schedule! After the Timberwolves blew out the Nuggets in game 6, we get the best words in sports: game 7. Will and JVT talk about how we ended up here and who they feel will come out on top and why after what has been a crazy back and forth series. They also talk about whether or not the Knicks can close out their series on the road and what the best bet is for that game. Plus, futures bets that may be affected by how the schedule shook out for some teams. Tune in to get a leg up on the books!

Shoulda Bet More with Will Hill - Ep. 53 - Brad Thomas May 15, 2024

From NBC Sports and GoldBoys, Brad Thomas (@MrBradThomas) joins will to talk a number of sports on the pod. Will and Brad talk break down each NBA Playoffs series from an analytical and betting perspective, giving you some picks they like for individual games and each series as a whole. They also go over the upcoming PGA Championship, where Brad gives some of his favorite looks and why it might not be such a walk in the park for Scottie Scheffler. Plus, some NFL and College Football futures looks from Brad!

Shoulda Bet More with Will Hill - Ep. 52 - Scott Seidenberg May 13, 2024

From Pregame.com, Scott Seidenberg joins the podcast to talk all things NBA, NFL, NHL, and MLB with Will! How have the Nuggets got themselves back into this series with Minnesota and will they end up winning the series? Will Tom Thibodeau playing his players too long be the reason the Knicks potentially lose the series to the Pacers? Can the Cavaliers put up any fight against the Celtics? Who ends up advancing from the Mavericks/Thunder series? Scott gives his predictions for the rest of the Stanley Cup Playoffs and even gives out his favorite bet for the Conn Smythe award. Why does the media disrespect the New York Jets coming into this season? Finally, what do the Yankees need to take the AL East and the World Series this year. It's a jampacked episode, so tune in to get your sports and betting fix!

Shoulda Bet More with Will Hill - Ep. 51 - Mike Sando May 10, 2024

NFL Senior Writer for The Athletic, Mike Sando (@SandoNFL) returns to the podcast to chat NFL with Will! In it, they talk about which teams have had a good or bad offseason after we've had some time to process the draft. They also talk about the QB tier list and which QBs they expect to rise and fall in the upcoming season, and will the Chargers be immediately competitive with the hiring of Jim Harbaugh? Also, The Knicks win game 2, but can they win in Indiana with their mounting injuries? The Cavs upset the Celtics in game 1, what does that mean for the series moving forward? Plus, Will gives some of his best bet looks for today's games. Tune in to find out!

Shoulda Bet More with Will Hill - Ep. 50 - NicLarson May 08, 2024

On today's episode, NicLarson (@NicLarsonGB) from GoldBoys stops by to talk the ongoing NBA Playoffs and the MLB season so far. He talks about his day to day betting process and how he looks for the lines that he likes, looks for each league's Cy Young award at this point, and some stories about working in a AA clubhouse back in the day with some soon to be major leaguers. Also, can Denver fight their way out of a 0-2 hole on the road? Takeaways from a poorly officiated game 1 in the Knicks/Pacers series and a bonus review of the Roast of Tom Brady!

Shoulda Bet More with Will Hill - Ep. 49 - Andy McCollough May 06, 2024

On this episode of Shoulda Bet More, Andy McCollough, Senior Writer (@ByMcCullough) for The Athletic, comes onto the pod to talk about his new book, "The Last of His Kind," a biography of Clayton Kershaw. We get a little preview about some of the topics in the book such as talks about his regular season success vs. his postseason struggles and him and the Dodgers finally winning the World Series in 2020. Andy also gives some of his thoughts on the MVP race and who he thinks is built to win the World Series this year. Plus, Will goes over the final weekend of round 1 of the NBA Playoffs and the Timberwolves game 1 win against the Nuggets in round 2. Also some of the bets bets for the round 2 series coming up!

Shoulda Bet More with Will Hill - Ep. 48 - Drew Dinsick May 03, 2024

It's Derby time! The Kentucky Derby is tomorrow and to give his take on the race, Drew Dinsick (@whale_capper) of NBC Sports joins the pod with Will. The guys talk about how to bet the Derby, whether it's worth it to take the favorite, and the horses that may surprise. They also go over their plays for the NBA Playoff games today and a preview of the 2nd round along with some of their plays for those series. Don't miss out on the chance to bet these plays by tuning in!

Shoulda Bet More with Will Hill - Ep. 47 - Brandon Anderson May 01, 2024

In this episode of Shoulda Bet More, Brandon Anderson (@wheatonbrando) from Action Network joins the show to talk some NBA playoffs and some post-draft NFL. The Knicks were unable to close out their series last night, should they be worried going into game 6? The guys go through each of the still ongoing series and give their best bets on the each series and some props to play on the upcoming games. They also look ahead to the confirmed matchups in the next round and give their takes on the matchups. And finally, who are some of the teams to be looking at for futures plays post NFL draft and did the Vikings make the right call with JJ McCarthy as their future QB?

Shoulda Bet More with Will Hill - Ep. 46 - Raheem Palmer Apr 29, 2024

The NFL Draft is complete. The NBA Playoffs continue. Raheem Palmer from The Ringer (@iamrahstradamus) joins Will on this episode of the Shoulda Bet More podcast. Can the Sixers rally back against the Knicks? Can the Mavericks take down the Clippers? Is Lebron able to carry the Lakers to be the first team in the NBA to come back from being down three? Will the Cavs turn it around after losing two in a row? What two teams make it to the finals? What superstars will move this offseason? Tune in to hear what all these two have to share!

Shoulda Bet More with Will Hill - Ep. 45 - Matkafee Apr 26, 2024

Night one of the NFL Draft is in the books and boy was it chaotic. Here to recap and react to everything we just saw is Will and Matkafee (@matkafee) from GoldBoys. What did the guys think of the Michael Penix Jr. pick by the Falcons? What other surprises were there on night one? Who are the booms and busts from the first round? Plus, very early Offensive/Defensive Rookie of the Year betting looks! The guys also talk about some of their Friday NBA looks plus a look at each series and whether or not the team down in the series can mount a comeback. Tune in to get some of the best betting looks you can find on any podcast!

Shoulda Bet More with Will Hill - Ep. 44 - Fred Segal (Freezing Cold Takes) Apr 24, 2024

The NFL Draft is tomorrow and we are excited and ready to see who goes where! In this episode of Shoulda Bet More, Fred Segal of Freezing Cold Takes (@OldTakesExposed) comes on to talk about his new book, "Freezing Cold Takes: NFL: Football Media’s Most Inaccurate Predictions—and the Fascinating Stories Behind Them." They talk about the origin of the famous account, some of the NFL Draft's most freezing cold takes as well as some of the most freezing cold takes of all time! Plus, Will gives his mock top 10 picks and his Wednesday/Thursday picks for the NBA Playoffs!

Shoulda Bet More with Will Hill - Ep. 43 - Kelley Bydlon Apr 22, 2024

The NBA Playoffs have started and to talk what happened over the weekend, Kelley Bydlon (@KelleyBydlon) from VSiN's "A Numbers Game" returns to the pod! Will and Kelley talk about each series and what they've learned from the first batch of games. What would winning and losing mean to the teams in the playoffs? Which team has the best chance to upset the possible Nuggets/Celtics final? Plus, the guys talk the NFL Draft and talk about the possible draft order for the first couple of picks. Also, Will has a play he really likes for one of the Monday night playoff games! Tune in to get a leg up on your bets!

Shoulda Bet More with Will Hill - Ep. 42 - Aaron Schatz Apr 17, 2024

In the final episode before a mini break for the show, Will brings on Aaron Schatz of FTN Fantasy to talk the NFL offseason and the upcoming draft! The creator of DVOA goes over what teams he thinks have had good and bad offseason so far, where the rookie QBs may land, and what his models think various teams' win totals will be! Will also gives out some NFL draft looks for various teams that you may want to consider betting. Tune in to hear those bets and the opinions on the league that may help you to beat the books!

Shoulda Bet More with Will Hill - Ep. 41 - Ryan Glasspiegel Apr 14, 2024

The NBA season is about to draw to a close as Will welcomes Ryan Glasspiegel (@sportsrapport) from the New York Post onto the pod! We discuss the scenarios going into the last day of the season. The guys give their opinion on the state of the NBA while looking forward to the playoffs and discussing who they think will win it all. Also, after the Women's College Basketball final scored record viewership, will we see them continue to match or beat the men's viewership? Plus, the guys go over the various sports betting scandals and what that might mean for the leagues going forward. The guys also discuss some pre-draft NFL bets that they like for the upcoming season.

Shoulda Bet More with Will Hill - Ep. 40 - Jason Weingarten Apr 12, 2024

On this episode of Shoulda Bet More, Jason Weingarten (@Spreadapedia) from VSiN returns to the pod to talk some baseball. What's the latest on the Ohtani situation? Are the early season pitching injuries changing the way to bet Cy Young? What is going on with the Marlins? The guys also go through some of the teams playing well in the early season and say if they can keep it up for the rest of the year. They also discuss MLB awards bets, and even have an awards bet parlay to look out for! Plus, Will discusses the NBA Playoff landscape and how it might affect betting the playoffs. Tune in to get betting insight you can't anywhere else!

Shoulda Bet More with Will Hill - Ep. 39 - Matt Youmans Apr 10, 2024

Will is joined Matt Youmans of VSiN on this epsiode of the Shoulda Bet More podcast. UConn wins it all once again. With the college basketball season over, we now make our way over to Augusta for The Masters. Can Tiger hold up physically? Who does Matt have winning it all this year? The NFL Draft is quickly approaching. What quarterbacks are going where? Tune in to hear what all Will and Matt have to share!

Shoulda Bet More with Will Hill - Ep. 38 - "The Bear" Chris Fallica Apr 08, 2024

The Bear, Chris Fallica, makes a return to the Shoulda Bet More podcast. We're down to the final game of the NCAA tournament! UConn beat Alabama. Purdue beat NC State. With only two teams left, who will win it all? Does UConn beat Purdue to go back to back? What should the MLB do about all the pitcher injuries? Who does The Bear think will win The Masters? How many quarterbacks will be taken in the first round of the NFL Draft? Tune in to this episode to hear it all!

Shoulda Bet More with Will Hill - Ep. 37 - Iain MacMillan Apr 05, 2024

It's finally here, Final Four weekend. We have 3 games left in the tournament and to break down the semifinals games this weekend with Will, Iain MacMillan (@IainMacBets) from Betsided returns to the pod! The guys give their predictions for how they think the game will go, their leans on the Over/Unders and spreads, and their picks for Most Outstanding Player of the tournament! Plus, with the recent news of the Stefon Diggs trade to the Texans, how does that improve their team, and by extension, their Super Bowl odds? The guys break down the QBs who will be going in the NFL Draft and who you might be able to bet them going to. Exciting weekend to be betting, so tune in for the best advice!

Shoulda Bet More with Will Hill - Ep. 36 - Todd Wishnev Apr 03, 2024

We are drawing closer to Final Four weekend and to prepare, professional bettor, Todd Wishnev (@TWishnev), joins Will again on the pod! In it, they discuss where they lean on the spread and over/under for Alabama/UConn and NC State/Purdue. What does Todd think about this historic NC State run? Can Burnes compete with Edey and give Purdue fits? Will Alabama be able to stifle this dominant UConn team? Plus Todd give his personal betting tips for how to bet baseball, especially after this first weekend of games as well as some of his sneaky looks. Also, Will has a baseball futures longshot worth taking. Tune in to learn from one of the best and get ahead of the books!

Shoulda Bet More with Will Hill - Ep. 35 - Jeff Parles Apr 01, 2024

And then there were four, UConn, Alabama, Perdue and NC State! Jeff Parles of Sports by the Book returns to the pod to talk about what we witnessed the tournament games over the weekend and to give an early preview of the Final Four next week. How truly dominant is this UConn team? How historical of a run is this for NC State? Does Zach Edey get too many foul calls in his favor? Can this Alabama team prove to be a threat to UConn? Plus, what are the early thoughts after the first weekend and series of the MLB season? Can the Yankees keep the momentum until Cole is able to return? It's a packed episode, so tune in to hear all the advice the guys have to offer!

Shoulda Bet More with Will Hill - Ep. 34 - Stuckey Mar 29, 2024

On this episode of the Shoulda Bet More podcast, Stuckey, from Action Network, joins Will in breaking down the Sweet Sixteen! Will UConn be putting up another banner? Can Marquette take down NC State? Who comes out on top between Duke and Houston? Will Tennessee advance over Creighton? Did Ohtani know anything? Tune in to this episode to hear it all!

Shoulda Bet More with Will Hill - Ep. 33 - Mitch Moss Mar 27, 2024

We are just a day away from MLB Opening Day! We're excited and are ready to talk some baseball. Mitch Moss of "Follow the Money" on VSiN joins Will on this edition of Shoulda Bet More. We talk MLB futures, awards, as well as a look ahead to Thursday's games where Will gives you his leans! Plus, a sweet sixteen betting preview where you'll get best bets with the insights to back it up. Also, we're one month out from the NFL Draft, so what do we think the top 5 picks will look like?

Shoulda Bet More with Will Hill - Ep. 32 - Jonathan Von Tobel Mar 25, 2024

We are two rounds into March Madness and to go over the weekend's events with Will, Jonathan Von Tobel (@meJVT) of VSiN Primetime comes back to the pod! The guys go over what was a chalky weekend and talk about what surprised them, what they learned, and if they think better or worse of some of the remaining teams in the tournament. Also, an early look at the sweet sixteen lines to see what you should consider betting on. Plus the guys go over some updated NBA futures you might want to keep your eye on! Tune in to hear the takes that will best help you beat the books!

Shoulda Bet More with Will Hill - Ep. 31 Mar 22, 2024

The first day of March Madness comes to a close. On this episode of the Shoulda Bet More Podcast, Will recaps day 1 of the NCAA tournament and covers some MLB as well as NFL. Oakland pulls off a massive upset against Kentucky. What does this mean for Calipari's future? Will touches on Friday's games and gives a lookahead to Saturday. Ohtani's interpreter is fired and accused of theft. Was this a coverup and secretly Ohtani betting? Some NFL free agency moves. Tune in to hear what all Will has to say!

Shoulda Bet More with Will Hill - Ep. 30 - Iain MacMillan Mar 20, 2024

The best time of the year for sports bettors has arrived! On this episode of the Shoulda Bet More Podcast, Will brings on Iain MacMillan, Senior Editor of Fansided and host of the Bacon Bets Podcast. The two discuss everything March Madness! Did the selection committee do a bad job? Are the Mountain West teams overhyped? Will there be any crazy upsets and what will they be? Is Auburn better than UConn? Tune in to hear what Will and Iani have to share!

Shoulda Bet More with Will Hill - Ep. 29 - Kiev O'Neil Mar 18, 2024

The committee has made their selections and the bracket is finally out! Kiev O'Neil from The OddsBreakers returns to the pod to discuss the early look at the bracket with Will. With so many bid steals, did the committee make the correct selections? Who got snubbed? Which teams should be on upset alert? The guys also give some early looks based on the lines that came out right after the bracket released. Also some tournament futures that are worth taking. Tune in to this episode to get an edge on the books on the best tournament of the year!

Shoulda Bet More with Will Hill - Ep. 28 - Steve Fezzik Mar 15, 2024

We are just three days away from Selection Sunday! To get ready for the NCAA Tournament, Steve Fezzik of Pregame.com comes back onto the pod to talk college hoops with Will. The guys discuss how to win your bracket pool, who to back and who to fade in the tournament, and how to manage your bankroll to maximize your chances of winning in the tournament. As a bonus, Steve also drops some NIT betting tips so you can get a little extra cash. Tune in to hear all of that and more on today's episode!

Shoulda Bet More with Will Hill - Ep. 27 - Tim Kurkjian Mar 13, 2024

With Opening Day only a couple weeks away, ESPN Analyst Tim Kurkjian joins Will to discuss some MLB! The Yankees continue to be plagued with injuries. Are the Guardians underrated and will they win the divison? How has no team gone after Blake Snell in free agency? Does the MLB need a different approach to their playoff format? Tim shares who he believes will be our 2024 World Series Champions. Tune in to hear everything Tim and Will have to say as we approach the start of the season!

Shoulda Bet More with Will Hill - Ep. 26 - Jeff Parles Mar 11, 2024

It's time for the major conference tournaments as Jeff Parles (@jeffparles) of Sports by the Book returns to the pod to discuss college hoops and a variety of other sports with Will! Who do the guys think from the bubble teams are in and out? Who should you be betting on in the upcoming conference tournaments? Did we see a NBA Finals preview last week in Nuggets/Celtics? How does the top 10 of the NFL draft pan out? Plus, with baseball coming up soon, where will Blake Snell sign and after the Senga injury, can the Mets make the postseason? Tune in to find out their opinions and to get a betting edge!

Shoulda Bet More with Will Hill - Ep. 25 - Reed Wallach Mar 08, 2024

March Madness is almost upon us! Reed Wallach, Senior Editor at BedSided joins Will to discuss everyones favorite college tournament on this episode of Shoulda Bet More! The two break down some of the conference tournaments they're looking at. How they approach the last regular season weekend. Is UConn going to win it all? Will Tennessee reach the Final Four? The two also discuss some NBA. Will the Nuggets and Celtics go up against eachother in the finals? Tune in to get a betting edge!

Shoulda Bet More with Will Hill - Ep. 24 - Adnan Virk (Oscars Special) Mar 06, 2024

The Oscars are this Sunday! To celebrate, we have this very special midweek episode of Shoulda Bet More! From Cinephile with Adnan Virk and MLB Network, Adnan Virk joins Will on the podcast. They discuss the various Oscars categories to try to find you an angle that you should be betting on, from the more well known categories to the smaller ones as well. In addition to the Oscars, the guys also talk baseball. Where will Blake Snell end up and are there any teams that can potentially surprise this season? Plus, where will Kirk Cousins and Justin Fields end up. Tune in for Will's takes and looks for you to get your betting edge!

Shoulda Bet More with Will Hill - Ep. 23 - "The Bear" Chris Fallica Mar 04, 2024

It's conference tournament week! To celebrate, from Fox Sports, and the host of the Bear Bets Podcast, "The Bear" Chris Fallica joins Will on this episode of Shoulda Bet More! They discuss who they think will be getting those coveted top seeds, who's in and who's out of the bubble teams, and potential NCAA Tournament prop looks. The guys also discuss MLB season props, the NFL draft, 2024 Heisman picks, and a special Champions League winner pick! Tune in to get an edge on what is going to be a fun March.

Shoulda Bet More with Will Hill - Ep. 22 - Jason Weingarten Mar 01, 2024

MLB spring training has arrived! Jason Weingarten joins Will on this episode of the Shoulda Bet More podcast to discuss the upcoming MLB season. With a month to go until opening day, the two cover what lines they're looking closely at. Does Yamamoto win NL Rookie of the Year? Will a team pick up Trevor Bauer before the start of the season? Who do they like to win the World Series? What odds are even worth it with how low some of the lines are. Tune in to hear it all!

Shoulda Bet More with Will Hill - Ep. 21 - Jonathan Von Tobel Feb 26, 2024

The host of VSiN Primetime, Jonathan Von Trobel (@meJVT), joins Will on this episode of Shoulda Bet More! They discuss NBA Award Futures and who is worth taking at the halfway point of the season as well as potential conference champion picks. They also talk NFL Free Agency and the NFL Draft. Plus, Will has a look for an NBA team not to make the playoffs and Will's college basketball takeaways from the weekend. Tune in to get a betting edge!

Shoulda Bet More with Will Hill - Ep. 20 - Ian Eagle Feb 23, 2024

Legendary CBS NFL, Final Four, and Brooklyn Nets play-by-play man, Ian Eagle, joins Will on this episode of Shoulda Bet More! They discuss the direction of the Nets, the landscape of college basketball as we head into March, his feelings on doing the Final Four play-by-play for the first time, and his thoughts on Mahomes, Rodgers, the 2023 NFL Season, and what the 2024 season might look like. Plus, Will addresses his jinx of UConn on Monday's episode, a look ahead to this weekend in college basketball, his thoughts on the NBA All-Star game, and a bonus TV recommendation!

Shoulda Bet More with Will Hill - Ep. 19 - Todd Wishnev Feb 19, 2024

Professional Bettor, Todd Wishnev, join Will on the Shoulda Bet More podcast to talk some college basketball. We discuss this weekend's results. Is UConn head and shoulders above the rest of the country? What is the best way to bet them for the NCAA Tournament. Speaking of the tournament, what other teams or longshots are worth betting? Which teams are overrated/underrated? How you should be looking to live bet college basketball games. Plus, what can be done about the NBA All Star Weekend to make it more interesting.

Shoulda Bet More with Will Hill - Ep. 18 - Kelley Bydlon Feb 16, 2024

On this episode of the Shoulda Bet More podcast, one final post mortem of the Super Bowl as Will reacts to the reaction of Kyle Shanahan's decision making. Kelley Bydlon (@KelleyBydlon) of VSiN join Will on the pod today to discuss the NBA. What are the bettable lines for NBA Awards including MVP? Should we be worried about the Nuggets? Which teams are contenders and which are pretenders? Plus some NBA All-Star weekend looks.

Shoulda Bet More with Will Hill - Ep. 17 - Gill Alexander Feb 12, 2024

In this post-Super Bowl LVIII edition of Shoulda Bet More, Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" joins the show in which he and Will give their raw reactions to what just happened. Where did Kyle Shanahan and the 49ers go wrong? Where does Patrick Mahomes rank among the greats? Where does Super Bowl LVIII itself rank? Find out the answers to these questions and many others by tuning in!

Shoulda Bet More with Will Hill - Ep. 16 - Matt Hamilton Feb 09, 2024

Matt Hamilton, Producer of the Up & Adams show on FanDuel TV, joins Will to discuss Super Bowl LVIII. Will finally has his pick on who he has winning. The two discuss their favorite picks ahead of the big game. Can San Francisco turn their defense around? Will the Chiefs be able to stop Christian McCaffrey? Matt expresses his love for nachos. Be sure to tune in!

Shoulda Bet More with Will Hill - Ep. 15 - Jeff Parles Feb 05, 2024

Jeff Parles of Sports by the Book joins the show to discuss his best bets on Super Bowl props, O/U, and his pick against the spread. How does Jeff feel about Dan Campbell's decision making in the NFC Championship Game? What is the go-to Super Bowl food choice? Will also gives his early week Super Bowl looks. Plus Jeff and Will talk baseball. How will Jeff's Mets fare this year? Can the Yankees win the pennant with the addition of Juan Soto? MVP Futures and O/U win totals on some teams. Tune in for some great betting insight!

Shoulda Bet More with Will Hill - Ep. 14 - Kiev O'Neil Feb 01, 2024

This episode Kiev O'Neil of The OddsBreakers, joins Will to discuss the Super Bowl as well as college basketball. Will we see the line move to three for the big game? Does Deebo Samuel have a shot at winning Super Bowl MVP? Kiev and Will share their thoughts and also dive deep into whats on the menu for their Super Bowl Party. Is North Carolina overrated? Is UConn the best team this year? Find out more by tuning in!

Shoulda Bet More with Will Hill - Ep. 13 - Julian Edlow Jan 29, 2024

Will sits down with Julian Edlow of the DraftKings Network to do a post-mortem on the Conference Championship games. Did Dan Campbell make the right calls to go for it? What happened to the Ravens? When should you be betting the Super Bowl spread and props and an early Super Bowl MVP look. Plus, who is going to be this year's Florida Atlantic in March Madness and is UConn the best team in the nation? Tune in to today's episode to get the betting edge.

Shoulda Bet More with Will Hill - Ep. 12 - Drew Dinsick Jan 26, 2024

In this episode of the Shoulda Bet More podcast, Drew Dinsick, NBC Sports analyst and co-host of the Bet The Edge podcast, joins Will to discuss the upcoming NFL Conference Championships this weekend. Patrick Mahomes extends his Conference Championship streak to six years. Will the Lions bring their amazing post-season run all the way to the Super Bowl? Does Lamar Jackson win MVP? Find out what Will and Drew are looking at by listening to this episode!

Shoulda Bet More with Will Hill - Ep. 11 - Iain MacMillan Jan 22, 2024

On this episode of the Shoulda Bet More Podcast, Senior Editor of Fansided and host of the Bacon Bets Podcast Iain MacMillan joins Will to discuss the Divisional Round and have an early look forward to the Conference Championship games. Plus a CBB futures bet that Iain thinks has value. Also, was this the last chance for the Bills? Are the 49ers able to preform without Deebo? Can the Lions win on the road? Do Mahomes and the Chiefs matchup well against the Ravens? Find out Will's thoughts by tuning in to today's episode!

Shoulda Bet More with Will Hill - Ep. 10 - Stuckey Jan 19, 2024

NFL Divisional Weekend is upon us and Will gives you his picks and his best bets for the weekend. Is bringing back Mike McCarthy a good idea for the Cowboys? From Action Network, Senior Betting Analyst, and the Prime Minister of Degenerate Nation, Stuckey comes onto the pod. Will and Stuckey go in depth game by game to give you the insights you need to bet this weekend's playoff games. Plus, who is the most underrated college basketball team this season?

Shoulda Bet More with Will Hill - Ep. 9 - Jonathan Von Tobel Jan 15, 2024

An exciting first weekend to the NFL playoffs. The Detroit Lions win their first playoff game in 32 years. The Packers upset the Cowboys. With two games left in the wild card round, Jonathan Von Tobel, Host & Senior NBA Betting Analyst at VSiN, joins Will to discuss what they are looking forward to tonight. Can the Eagles win without AJ Brown? Are the Bills able to lay ten even through the snowstorm? Will Belichick be headed to Dallas next season? What does JVT like in terms of NBA awards? Tune in to hear it all!

Shoulda Bet More with Will Hill - Ep. 8 - The Hitman Jan 12, 2024

The NFL Playoffs are officially here! We are 13 games away from knowing this years Super Bowl champion. The Hitman of Hammer Network and Pregame.com joins Will to discuss the wild card weekend. What teams should you look to bet? What are some good player props? Some big changes in terms of coaching as Belichick parts ways with the Patriots and the Seahawks let go of Pete Carroll. Nick Saban retires. Find out more by tuning in to this episode of the Shoulda Bet More podcast!

Shoulda Bet More with Will Hill - Ep. 7 - Steve Fezzik Jan 08, 2024

Steve Fezzik of Pregame.com joins the podcast to talk NFL Playoffs and his best bets, the National Championship Game, and how best to spend your Vegas trip with some Vegas hacks. Will goes through Week 18 and how it affects his picks going forward. Are Tua and Lawrence worth a second contract? Plus an early Wild Card Weekend preview and Will's National Championship Game best bet!

Shoulda Bet More with Will Hill - Ep. 6 - Aaron Schatz Jan 05, 2024

Aaron Schatz, Chief Analytics Officer at FTN Network, joins Will for this episode of the Shoulda Bet More podcast. With the final week of the NFL regular season upon us, what teams will move on to the postseason? What two teams do they think will be the Super Bowl finalists? Does the NFL need to change the playoff format? With so many good candidates, who wins Coach of the Year? So many questions answered on this episode so be sure to listen!

Shoulda Bet More with Will Hill - Ep. 5 - Chris Fallica Jan 02, 2024

The Bear, Chris Fallica, joins Will in this episode of the Shoulda Bet More podcast. Two great college football games to start off 2024. Does Washington win it all against Michigan to give the Pac-12 a final farewell? What are Chris and Will looking towards as we approach the final week of the NFL regular season? Chris gives his predictions for the 2024 Sentry tournament. Tune in to hear what all they have to say!

Shoulda Bet More with Will Hill - Ep. 4 - Mike Sando Dec 29, 2023

In this episode of the Should've Bet More podcast, Mike Sando, NFL Senior Writer at The Athletic, joins Will to discuss NFL, college football, and some awards. We have a big weekend ahead of us for college football. Does Alabama beat Michigan? Who comes out on top between Texas and Washington? Is Damar Hamlin still going to win Comeback Player of the Year or did Joe Flacco steal it from him with last nights performance against the Jets? With only two weeks left in the NFL regular season, tune in to this episode to hear what they have to say!

Shoulda Bet More with Will Hill - Ep. 3 - 12/26 Dec 26, 2023

In this episode of the Shoulda Bet More podcast, Will looks back at the week 16 NFL slate and what that means for futures bets. Will also talks to Jason Weingarten (@Spreadapedia)of VSiN about NFL Awards bets and MLB futures after the big signings by the Dodgers. If you want some great insight on what to be betting on, check out this today's episode!

Shoulda Bet More with Will Hill - Ep. 2 - 12/22 Dec 22, 2023

In this episode of the Shoulda Bet More podcast, Will dives into the week 16 NFL games. What's the final playoff picture going to look like as we head into Christmas weekend? Bowl games continue. Yamamoto finally makes a decision. The Dodgers are building a super team. If you want to hear more, check out this weeks episode!

Shoulda Bet More with Will Hill - Ep. 1 - 12/18 Dec 22, 2023

Premiere episode of the Shoulda Bet More Podcast with Will Hill brought to you by the GoldBoys Network! This debut episode features a guest spot by Gil from VSiN!

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