May 15, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Julian Edlow (@julianedlow) from DraftKings, RotoWire's AJ Scholz (@ajscholz24), and Brady Kannon (@lasvegasgolfer) of SportsGrid. We've got just about everything for you in this one! The Celtics eliminated the Cavaliers, so Edlow hops on to preview an upcoming matchup with the Knicks or Pacers. Can the Bruins force a Game 7? Scholz has thoughts. Kannon offers his favorite plays for golf's next major, the PGA Championship. And, the Patriots released their 2024 schedule! Will they exceed 4.5 wins?

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

May 14, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Tim Kalinowski (@timmykal12) of the Action Network, OddsShopper's Eytan Shander (@shanderbets), and SiriusXM PGA Tour Radio's Jason Sobel (@jasonsobelgolf). The Bruins forced a Game 6 back in Boston, and Kalinowski has thoughts on how to bet it with the B's again facing elimination. The Celtics, though, are one win from the East Finals. Shander handicaps the best bets on the NBA board. The PGA Championship begins Thursday. Sobel gives out his favorite outrights for golf's next major, plus a long shot Boston fans will love.

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

May 13, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Danny Burke (@dannyburke5) of the Burke's Beat Podcast, SiriusXM NHL Radio's Jonathan Davis (@westcoasthky), and Charlie DiSturco (@charliedisturco) of the Action Network. The Celtics moved within one win of a return to the East Finals. We break down what's to come in Game 5 and explore the other NBA playoff series' with Burke. Davis shares his expectations for the Bruins as they face elimination in Florida. Plus, who's the rightful betting favorite to win the Stanley Cup? And, DiSturco has plays for Tuesday's slate on the diamond. 

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

May 9, 2024: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Jonathan Von Tobel (@mejvt) from VSiN, Brad Thomas (@mrbradthomas) from NBC Sports, and Outlier's Adam Rosenberg (@heyrosenberg). It's pretty simple: Boston loses in Game 2's. We've seen it all postseason. So, what should we expect from the Bruins and Celtics in Game 3? Thomas covers the B's and Von Tobel handles the C's, from sides and totals to the prop market and series futures. Plus, previews for every other game on the ice and the hardwood. Rosenberg gives us his best bets for Friday on the diamond. 

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

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

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!