May 8, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Lou Finocchiaro (@gamblou), professional handicapper, Fantasy Life's Matt LaMarca (@mattlamarca), and Mark Zinno (@markzinno) of SportsGrid. Dreadful performance from the Bruins in Florida, so their second-round set's a best-of-five, headed back to Boston for Game 3 Friday. Finocchiaro breaks down his expectations for the Garden showdown, and also looks at the other remaining series in the Stanley Cup Playoffs. The Celtics will try to double their advantage on the Cavaliers Thursday. LaMarca explores how to bet the C's and other series. Plus, Zinno weighs in on a light slate on the diamond. 

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May 7, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests James Young (@coachyoungnj) from SportsGrid, the Action Network's Michael Leboff (@thebigleebowski), and Scott Reichel (@reichelradio) of the Sports Gambling Podcast Network. As dominating as the Bruins were in their second-round series opener in Florida, the Celtics matched them by blowing out the Cavaliers at the Garden to begin Round 2. We've got a betting preview for Game 2 for both Boston squads. Young breaks down the NBA, Leboff handles the NHL, and Reichel weighs in on both, plus his favorite spots on the diamond Wednesday. 

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Listen to The Gambler with Adam Kaufman Monday-Thursday from 10-Midnight on WRKO on the iHeartRadio app!

May 6, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Nick Whalen (@wha1en) from RotoWire and Fantasy Life's Geoff Ulrich (@thefantasygrind). The Bruins won big in Florida to open their second-round series and, Tuesday, it's the Celtics' turn to try for a Game 1 win over the Cavaliers in Boston. What's the right way to bet the B's going forward? Ulrich has thoughts on that, plus plays for other games across the NHL. Whalen expects the C's to cruise to the conference finals, but will the Knicks be the ones waiting for them? We've got LOADS of picks for you. LFG.

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Listen to The Gambler with Adam Kaufman Monday-Thursday from 10-Midnight on WRKO on the iHeartRadio app!

May 2, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Jonny Lazarus (@jlazzy23) from Daily Faceoff, OddsShopper's Eric Lindquist (@ericlindquist), and horse owner and handicapper Chris Carney (@redcarneycarney). The Bruins came up short again, this time in Toronto, setting up a Game 7 with the Maple Leafs Saturday night in Boston. Will the B's avoid a repeat of last spring's collapse? Lazarus has thoughts. We cover a lot of ground with Lindquist on the hardwood, including a preview of Friday's potential clinchers and whether the Timberwolves can upset the defending champs. And, that's right, it's time to bet the ponies! The Kentucky Derby is Saturday, and Carney is here to break down the board. 

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Listen to The Gambler with Adam Kaufman Monday-Thursday from 10-Midnight on WRKO on the iHeartRadio app!

May 1, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Prop Bomb (@propbomb) from Prop Bomb's Props Discord, the Action Network's Tim Kalinowski (@timmykal12), and Rob Donaldson (@robdfb) of the Rob Donaldson YouTube Channel. Happy anniversary to US! One year in the books, and what a year it was! Tremendously entertaining, informative and, perhaps most important, profitable! +174 units! Now let's try to beat that in Year 2!! Prop Bomb reacts to the Celtics' ousting the Heat and previews what's ahead, plus looks at Thursday's potential NBA clinchers. The Bruins can close out the Maple Leafs in Toronto, but will they? Kalinowski weighs in. And...watch out for the Red Sox?! MLB thoughts and plays with Donaldson.

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Listen to The Gambler with Adam Kaufman Monday-Thursday from 10-Midnight on WRKO on the iHeartRadio app!

April 30, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Jonathan Davis (@westcoasthky) from SiriusXM NHL Radio, the Action Network's Michael Fiddle (@fiddlespicks), and Joe Ceraulo (@thejoeceraulo) of Covers. The Bruins fell short in overtime, setting up a Game 5 in Toronto Thursday. Will the B's finish the job this time? Davis weighs in, plus has plenty more thoughts on the other remaining first-round series and Stanley Cup futures odds. We received a little more clarity on the Kristaps Porzingis injury, and he won't return any time soon. Fiddle dissects what this means for the Celtics going forward. And, are the Red Sox...good?! Ceraulo checks in on the American League East. 

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Listen to The Gambler with Adam Kaufman Monday-Thursday from 10-Midnight on WRKO on the iHeartRadio app!

April 29, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by guests Jim Turvey (@turveybets) and Nick Martin (@nickm_hockey), both of the Action Network, the Hall of Fame Fund's Shayne Trail (@shaynetrail), and Ryan Kramer (@kramercentric) from the Sports Gambling Podcast Network. We're back for a full week of shows! Really! It begins with a deep dive into the NBA and NHL playoffs, NFL Draft reactions, and even a little baseball. The Celtics and Bruins lead their respective first-round series 3-1. Turvey examines Boston's path to the NBA Finals and how much a Kristaps Porzingis injury impacts the chase for Banner 18. Martin explores whether Toronto can come back against Boston on the ice. Kramer's a big fan of New England's addition of Drake Maye, but knows this QB class likely has a stronger Year 1 impact elsewhere. And, Trail outlines some of his favorite plays on the diamond for Tuesday. 

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Listen to The Gambler with Adam Kaufman Monday-Thursday from 10-Midnight on WRKO on the iHeartRadio app!

April 24, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Sean Green (@seantgreen) from the Sports Gambling Podcast Network, MassLive's Mark Daniels (@bymarkdaniels), Joe Dellera (@joedellera) of the Action Network, and NBC Sports' Brad Thomas (@mrbradthomas). Boy, we've got a lot for you! The wait's almost over, and Daniels lays out the Patriots' plan for Thursday's opening round of the NFL Draft. It'll be a quarterback...but, which one? Plus, if you like making money, Green has a number of ways to bet the draft. The Celtics laid a massive egg as heavy favorites at home opposite the Heat, so it's a best-of-five on the way to South Beach. Dellera handicaps that series, along with a few others that have jumped out to 2-0 leads. On the ice, Bruins lead the Maple Leafs, thanks in large part to Jeremy Swayman. Will Boston stick with him? Thomas has thoughts. 

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Listen to The Gambler with Adam Kaufman Monday-Thursday from 10-Midnight on WRKO on the iHeartRadio app!

April 15, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Sammy Choudhury (@sc_ffb) from the FTN Network, NBC Sports Boston's Chris Forsberg (@chrisforsberg_), and Jonathan Davis (@westcoasthky) of SiriusXM. The show is going on hiatus until next week, but we'll return April 24, the eve of the NFL Draft. Until then, wet your beak with an NBA playoff preview. Choudhury handicaps the play-in tournament, including his favorite props. Forsberg dives deep into the Celtics' chances at Banner 18. And, Davis has thoughts on the Stanley Cup Playoff futures market. Is this the Bruins' year? 

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Listen to The Gambler with Adam Kaufman Monday-Thursday from 10-Midnight on WRKO on the iHeartRadio app!