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 i…

There may be an international break going on, but that won't stop Sam and Brad from hopping on the mic to chat about all the drama from last week's European action. Did Declan Rice deserve to be sent off? Will Real Madrid be able to manage their lack of depth this season? Do Barca have what it takes to challenge for La Liga again? Have Inter Milan …

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 (@spsho…

Somehow, the first international break is already around the corner, so Sam and Brad got together to discuss the last weekend of domestic soccer before everybody goes back to play for their countries once again. Will Arsenal continue their great start to the season, or will Brighton prove themselves to be worthy opponents? Can Real Madrid regain th…

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 b…

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 ranking…

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 wome…

European soccer is back in full force, and Sam is already complaining about VAR, but that isn't gonna stop him and Brad from getting together to recap last week's action and look ahead to the upcoming weekend slate. Will Arsenal finally get a result against Aston Villa, or will Emery triumph over Arteta once again? Will Madrid bounce back in their …

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, w…

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…

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…

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! 🎙️🏆🏈GoldBoys.com

European soccer is finally back in full force, so Sam and Brad sat down for an extra special bonus-length episode to sufficiently cover their predictions for each league and delve into the games this weekend. Will Arsenal finally beat Man City to a league title? Will Man City's looming court case impact their season? How will clubs like Aston Villa…

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 base…

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 dif…

As the final week of summer soccer comes to a close, Sam and Brad hop on the mic to talk about the Olympic soccer finals and make it very clear how excited they both are for the major European leagues to return in a week or so. Will the French men triumph at their home Olympics, or will Spain continue their amazing streak of tournament wins? Will t…

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 a…

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 …

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 Yanke…

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…

While BettingThePitch remains away on his summer escapades, Sam and Brad fire up the mics to seek a little closure after England's Euros loss and talk about how Olympic soccer is actually quite exciting. Will the US Men defy expectations and make a run in the knockouts? Will the US Women bounce back after last year's world cup disaster and reestabl…

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 …

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…

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, whe…

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 whic…

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…

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 …

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 the…

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,…

Super special bonus episode! While BettingThePitch was unfortunately unable to make this recording session, Sam and Brad got together to discuss the final weekend of the Euros and Copa America. Will Uruguay come out firing on all cylinders after a controversial ending to their loss against Colombia, or does the plucky little Canadian team that coul…

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 team…

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 th…

After a slightly longer gap between episodes than usual, the boys are back together with a special bonus-sized episode to cover the upcoming Euros and Copa America semi-finals and make some bold predictions about who's going through. Will Spain continue their run of dominance, or will France find a way once again? Will the Netherlands triumph over …

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 sh…

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 kee…

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…

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. G…

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 Troph…

With the Euros group stage finally complete, the boys recap the action so far and look ahead to the round of 16 and beyond, all while sweating some action in the Mexico vs. Venezuela game in real time. Will England take advantage of a favorable bracket and finally bring it home, or will Southgateball be their undoing for the last time? Can Germany …

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 …

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 l…

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 …

With the first round of group stage matches at the Euros under our belts already, the boys look ahead to the second round of fixtures at the Euros and the start of the Copa America. Can Croatia turn it around in the group of death? Will England maintain their position at the top of group C? Can the Netherlands take advantage of Mbappe's rumored abs…

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…

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 c…

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 rou…

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 …

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 c…

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 c…

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 Caitl…