The Gambler With Adam Kaufman
“THE GAMBLER with Adam Kaufman” is Boston’s first and only nightly sports betting show, airing live on WRKO in Boston Monday-Thursday 9 p.m. to 12 a.m. A shortened podcast version of the show is posted following each new episode. Veteran Boston sports personality Adam Kaufman has an eye on all the action, hosting this lively program with a collection of contributors and industry experts. Together, they sweat picks, props, and parlays, monitor line movement, and give you the edge to beat the book. Spread the word and lock “THE GAMBLER with Adam Kaufman” into your daily routine!
Episodes
March 12, 2025 • 36 mins
March 12, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Prop Bomb (@propbomb) from the Prop Bomb's Props discord and VSiN's Will Hill (@nottheewillhill). Light slate in the NBA on the way Thursday, but day-long action on the college hardwood! Prop Bomb and Hill dive into the schedules with their favorite plays.
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March 12, 2025 • 17 mins
March 12, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Josh Inglis (@covers_josh) from Covers. Did you realize the MLB season starts NEXT WEEK?! That's right, the Tokyo Series between the Dodgers and Cubs is right around the corner, so Inglis hops on to preview the NL West. Are the defending champion Dodgers rightful favorites to repeat? Assuming that happens, will the Diamon...
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March 12, 2025 • 15 mins
March 12, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Jason Sobel (@jasonsobelgolf) from CBS Sports. Outright picks and placement plays. You name it, Sobel's got it for this week's Players Championship. Plus, what's next for Tiger Woods after yet another injury?
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Listen to The Gambler with Adam Kaufman Monday-Thursday ...
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Listen to The Gambler with Adam Kaufman Monday-Thursday ...
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March 11, 2025 • 53 mins
March 11, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Sammy Choudhury (@sc_ffb) from FTN Network and professional handicapper Rob Donaldson (@robdfb). LOTSA hoops headed our way on Wednesday, from a full day on the college hardwood to a busy night in the pros. Choudhury takes a look at the NBA slate, which includes a possible Finals preview between Boston and Oklahoma City....
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March 11, 2025 • 37 mins
March 11, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Doug Kyed (@dougkyed) from the Boston Herald and VSiN's Jonathan Davis (@westcoasthky). The Patriots have been busy adding on defense, but what about some receivers for Drake Maye? Kyed weighs in on possible targets for New England as NFL free agency continues. Plus, somehow, the Bruins are winning since selling off seve...
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March 10, 2025 • 48 mins
March 10, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Collin Wilson (@_collin1) from the Action Network and the Sports Gambling Podcast Network's Sean Green (@seantgreen). It's March. You've heard. But, the fun really gets going this week with the big boy conference tourneys. Wilson handicaps the brackets leading into Selection Sunday, then Green dissects Tuesday's board.
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March 10, 2025 • 34 mins
March 10, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Joe Pisapia (@joepisapia17) from Betting Pros. The Patriots made a splash to open NFL free agency, particularly defensively, but most of the big names on offense landed elsewhere. The fellas take a tour of the movement and look at futures to consider with Pisapia.
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March 6, 2025 • 16 mins
March 6, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Adam Rosenberg (@heyrosenberg) from Outlier. Will the Phillies repeat as NL East champs? Are the Braves being overvalued? Just how dangerous is the Mets' offense after adding Juan Soto? Rosenberg weighs in on futures options for teams and players across one of baseball's most competitive divisions.
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March 6, 2025 • 71 mins
March 6, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Justin Perri (@justinperri8) from Shot Quality and "Coast to Coast" host Andrew O'Connor-Watts (@nbawatts). College hoops ALL DAY and a bunch of pro games at night?! And it's the weekend?! What a world. Perri dissects the next selection of conference tourney games, then O'Connor-Watts handicaps what to expect from an NBA ...
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March 5, 2025 • 16 mins
March 5, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Sean Zerillo (@seanzerillo) from the Action Network. Did you realize the Red Sox open their season in three weeks?! Time to talk turkey on the toast of the baseball betting community. Does Boston deserve this much hype? Should New York be favored to win the American League? Will Toronto trade Vladimir Guerrero Jr? We take ...
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March 5, 2025 • 37 mins
March 5, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Ryan McIntyre (@moneyline_mac) from the Sports Gambling Podcast Network. Another day, another meaty slate on the college hardwood as some teams wind down their regular seasons and others move into conference tournaments. McIntyre attacks the board and gives out his favorite plays for a busy Thursday!
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March 5, 2025 • 44 mins
March 5, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Cam Stewart (@camstewartlive) from SportsGrid and Vaughn Dalzell (@vmoneysports) of NBC Sports. Stewart takes us all over the board for this week's Arnold Palmer Invitational, including his favorite outright picks and placement plays. Dalzell dissects the upcoming NBA slate, featuring the heavily favored Celtics at home a...
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March 4, 2025 • 53 mins
March 4, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Taylor Kyles (@tkyles39) from CLNS and SportsGrid's Brady Kannon (@lasvegasgolfer). The NFL's hot stove is, well, heating up! Fresh off a trip to Indy for the Combine, Kyles stops by to share his latest intel on the Patriots, including which players and positions are high on their wish list ahead of the new league year. K...
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March 4, 2025 • 37 mins
March 4, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Ryan Kramer (@kramercentric) from the Sports Gambling Podcast Network. In case we haven't mentioned it yet, IT'S MARCH, BABY! The slates will be narrowing on the college hardwood as Selection Sunday approaches, but we've got some fun conference tournaments to look at, including those already underway. Kramer shares his fav...
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March 3, 2025 • 38 mins
March 3, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Terrell Furman (@reallyrell__) from the Sports Gambling Podcast Network. Tuesday's going to be a busy night in the Association, so Furman's here to hand out his favorite plays. We have strategies for attacking the heavy favorites, the most banged up squads, those on back-to-backs and, of course, the LeBron James 50K narrat...
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March 3, 2025 • 56 mins
March 3, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guests Wes Reynolds (@wesreynolds1) from VSiN and SportsGrid's Tom Vecchio (@tom_vecchio1). It's March, baby!!! College basketball's been our most profitable sport so, naturally, we're pretty damn excited the Big Dance is right around the corner. But, first, conference tournaments! Reynolds hands out some of his favorite futures...
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February 27, 2025 • 31 mins
February 27, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Jonathan Von Tobel (@mejvt) from VSiN. Time for Celtics-Cavaliers, Round 4. Is a bounce-back for Boston in store? How will the Knicks, Nuggets, and Timberwolves respond? Are the Thunder letting up for the stretch run? Von Tobel dives deep on Friday's slate in the Association.
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February 27, 2025 • 42 mins
February 27, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Nick Martin (@nickm_hockey) from Daily Faceoff. The Bruins' skid reached five games and, whether or not they're sellers at the deadline, they appear cooked. Martin previews Friday's light slate on the ice, including the inconsistent Maple Leafs, streaking Rangers, and Nathan MacKinnon led Avalanche.
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February 26, 2025 • 38 mins
February 26, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest Matt LaMarca (@mattlamarca) from Fantasy Life. Nuggets are short favorites in Milwaukee, Luka Doncic's props came back to Earth, and don't sleep on the Magic or Pelicans. LaMarca lays out his favorite plays for Thursday's light slate in the NBA.
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February 26, 2025 • 39 mins
February 26, 2025: Host Adam Kaufman (Twitter @adammkaufman) is joined by Dan Watkins (@danwatkinsradio) and guest AJ Scholz (@ajscholz24) from RotoWire. The sliding Bruins will wrap up their homestand with the Islanders at the Garden, Alex Ovechkin continues his chase of Wayne Gretzky's goal-scoring record, and Bruce Cassidy's Golden Knights are -400 favorites. Scholz has your best bets across Thursday's huge NHL slate.
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