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GoldBoys Network Presents: Shoulda Bet More with Will Hill! A podcast that breaks down current events in sports, big sports betting news, we'll bring on a bunch of different guests, and break down the weekly betting slate to the point where you'll feel like you "shoulda bet more."
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celebrating comedy that has aged very poorly. podcast by Nadia Vazquez and Tony Ginocchio. support the show at ko-fi.com/prollyshoulda
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Two longtime friends sharing life lessons, in the hopes you don't have to learn it the hard way. Talking about everything from relationships to careers and all in between. Join Titan and Venemous in multi-universe virtual reality worlds, sharing tips helping you see the signs before you run into the Shoulda Known Phase! Come experience the Bromance in their conversations, because they have a lot to say. Listen in as they unpack their life lessons that are filled with key elements, we survive ...
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What They Shoulda Done, Better Ideas By Worse People is a podcast hosted by Raymond Strife, Sara Casey and Tony G. Each show the group covers a new film and discuss what they feel the filmmakers could have done to make the film better.
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Have you ever wondered "What SHOULD have?" "What COULD have?" or "What WOULD have happened?" if you knew certain things before attempting or actually doing something? Well you can learn from me and my guests as we walk down memory lane on some of our biggest accomplishments and major life mistakes. Send your own "SCW Moment" or a comment to: YouShouldaCouldaWoulda@gmail.com Support Me: Become a Patron! Support this podcast: https://podcasters.spotify.com/pod/show/shouldacouldawoulda/support
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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…
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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…
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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 …
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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 t…
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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 a…
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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 o…
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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 w…
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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 gi…
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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 Cavali…
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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…
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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 s…
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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 …
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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 t…
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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 …
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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 thr…
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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 Of…
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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 t…
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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 ups…
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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…
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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 Wo…
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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 a…
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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 …
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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 …
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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 Outstan…
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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…
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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 to…
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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 al…
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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 …
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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 …
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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 inter…
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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 ups…
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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 t…
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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 tournam…
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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 be…
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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 w…
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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 …
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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 a…
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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 discu…
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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 t…
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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 pl…
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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 Seas…
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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…
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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…
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The ShouldaKnown crew discuss brand loyalty. Why are some people loyal to a specific brand? We get into a heated discussion on our differences on how we look at brands and whether or not we would buy them. Disclaimer; Shoulda Known Podcast and its members are not responsible for financial, health, physical, romantic, spiritual or career changes. Th…
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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 LVI…
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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 su…
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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 wi…
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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 ove…
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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 Ma…
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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 …
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