Dave Portnoy Bet Tracker: What Is Barstool Founder Betting On?

Fact Checked by Blake Weishaar

  • ⭐️ Barstool Sports founder Dave Portnoy has become a significant figure across Massachusetts sports betting.
  • 🏌️In April, Portnoy won nearly two million dollars when Scottie Scheffler captured his second Masters.
  • 👀 What's Portnoy betting on this winter? BetMassachusetts has you covered, including his bets on the Celtics.

Anyone plugged into Massachusetts sports betting has taken notice of Dave Portnoy's 2024 betting slip, as the Barstool founder has developed a taste for heavy action across a variety of sports. 

Portnoy was on hand for plenty of the eventual champion Boston Celtics' NBA Finals games, but we're more interested in how his wagers are performing after a hot start. 

Below, BetMassachusetts.com will keep you updated on all of Portnoy's wagers throughout the winter. See below who he's backing in Netflix' Jake Paul-Mike Tyson fight.

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Dave Portnoy Bet Tracker: Jake Paul over Mike Tyson

Portnoy is dialed into this Friday's Jake Paul-Mike Tyson bout on Netflix, and he's heavily backing Paul to handle the 58-year old at -200 on DraftKings. Portnoy on X: "I didn't even know you could bet it. I thought it was an exhibition, a farce! ... You can bet this fight. Jake Paul is -200. ... Are you kidding me? ... I grew up on Mike Tyson. ... I love Mike Tyson. But Mike Tyson has no shot in this fight."

Meanwhile, Portnoy is a fan of touchdown parlays this NFL season, though he has some recovery to do after Week 10. Portnoy at +677 ahead of Week 10 bet:

  • Austin Ekeler to score a TD (hit)
  • Tayson Hill to score a TD 
  • J.K. Dobbins to score a TD

In a sad development for Portnoy backers, only Ekeler managed to find the end zone. Stay tuned for Portnoy's Week 11 bets here as he attempts to bounce back. 

Portnoy Nearly Hit 6-Leg Parlay on NBA Opening Night 

Portnoy is all in on his Celtics repeating as NBA champions, and he backed the Joe Mazzulla-led squad on Opening Night (Tuesday, Oct. 22) at home against the Knicks. 

Portnoy's opening night same game parlay (+1000) on DraftKings Sportsbook Massachusetts included: 

  • Celtics -5.5
  • Celtics over 114.5 points
  • Jaylen Brown 2+ made threes
  • Derrick White 3+made threes
  • Jayson Tatum 25+ points
  • Jaylen Brown 24+ points.

Portnoy nearly got back to good form after a rough wagering weekend with pro and college football, as he tweeted before the Celtics SGP "All my bets lost all weekend. I'm sorry to everybody who tailed. Time to get back in the lab. #DKPartner." Unfortunately, this parlay came up just 1 point short (Brown scored 23), though it was still an impressive run from Portnoy. 

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Dave Portnoy Bet Tracker: Recent Bets Made By Barstool Founder

Bet Placed

Bet

Odds

Wager Amount

Total Payout

June 25, 2024

Phillies To Win World Series 

+600

$200,000.00

$1,400,000.00 (Lost)

Portnoy decided in late June that he likes the Phillies to take the Fall Classic, grabbing Bryce Harper and company at +600 with a potential payout of $1,400,000.00. How'd that bet turn out? The Phillies ended up losing to the New York Mets in the NLDS, a shocking upset at operators like BetMGM Sportsbook Massachusetts.

Bet Placed

Bet

Odds

Wager Amount

Total Payout

August 11th, 2024 

Indiana Fever To Win WNBA Championship

+10000

$100,000.00

$10,100,000.00 (Lost)

In the dog days of August, Portnoy also took his Cailtin Clark fandom to new heights, betting $100,000 on the Fever to win the WNBA Championship. It was one of Portnoy's longshots compared to other wagers. He explained on Twitter, "Clark is a top 3 player in the league.  Maybe the best.  She got rest for the 1st time in a year. Ayliah Boston and her chemistry grows every game.  They started 1-8.  10-7 since then and improving.  I had to do it."  The sixth-seeded Fever ultimatley fell to the Connecticut Sun, the first opponent in the Clark era, in a two-game playoff sweep.

Bet Placed

Bet

Odds

Wager Amount

Total Payout

Sept. 6

Two Pick Parlay

Fever over Minnesota Lynx

Michigan Football over Texas

+650

$25,000

$187,600.00

(Won)

On Friday, Sept. 6, Portnoy paired his infatuation with Clark with his love of Michigan football, taking both in a parlay that could pay out to $187,000. Portnoy took the Fever over the Lynx on Friday night, and the Wolverines over the Texas Longhorns on Sept. 7 at +650. 

Bet Placed

Bet

Odds

Wager Amount

Total Payout

Sept. 19

3 Pick Parlay

Pats +6 over Jets

Rodgers U 214.5 passing yards

Hunter Henry Anytime TD

+1500

TBD

Lost

Portnoy on Sept. 19 made his leans for Patriots vs. Jets clear, placing a three pick parlay for the Thursday night affair. Portnoy liked the Pats getting 6 points on the road, and also thought Jets QB Aaron Rodgers would be held to under 214.5 passing yards. To bring it home, he needed Pats tight end Hunter Henry to find the endzone. This parlay did not hit. 

Dave Portnoy NHL Bet

Bet Placed

Bet

Odds

Wager Amount

Total Payout

Won or Loss

April 19, 2024

Oilers To Win NHL Championship

+700

$150,000.00

$1,200,000.00

Loss

Portnoy took a rare loss with his bet on the Oilers to capture the Stanley Cup Finals, though Edmonton gave him hope to the very end. The Oilers roared back from 3 games down to the Panthers before losing a heart-breaking Game 7. 

Look for Portnoy to get back on the Bruins train next NHL season, and bookmark our Bruins Stanley Cup Odds page in the meantime.

Dave Portnoy Masters Bet

Bet Placed

Bet

Odds

Wager Amount

Total Payout

Won or Loss

April 10, 2024

Scottie Scheffler To Win Masters

+450

$300,000.00

$1,650,000.00

Won

Portnoy didn't exactly go out on a whim with his Scottie Scheffler Masters wager, but his $300,000 bet at +450 yielded a lucrative $1,650,000 payout all the same. Portnoy deserves credit for being relatively early on the monster that Scheffler has become across golf betting in 2024, as the Texan has now won 7 times this calendar year, including the Olympic Gold Medal to go along with his Green Jacket.

Keep an eye out for Portnoy to back him during the FexEx Cup Playoffs over the next month at BetMGM Massachusetts.

Dave Portnoy UConn Bet

Bet Placed

Bet

Odds

Wager Amount

Total Payout

Won or Loss

March 20, 2024

UConn To Win NCAA Tournament 

+360

$600,000.00

$2,760,000.00

Won

Dave Portnoy was bullish on Dan Hurley and the Huskies ahead of March Madness on MA betting apps, and their second straight title yielded him a $2,760,000 payout. 

Dave Portnoy Michigan Bet

Bet Placed

Bet

Odds

Wager Amount

Total Payout

Won or Loss

Dec 4, 2024

Michigan ML vs. Alabama in CFP Semifinal

-118

$1,000,000.00

$1,847,457.63

Won

Everyone knows Portnoy is a Michigan Man, and he backed Jim Harbaugh to finally defeat Nick Saban and Alabama in the CFP Semifinal this past season. 

USA Today photo by Eric Rueb.

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Dave Portnoy Q&As

Author

Thomas Leary

Thomas Leary is a news editor and writer for BetMassachusetts.com. He previously worked at Sports Business Journal for over 6 years, where he helped identify emerging sectors across sports business, such as legalized gambling, and helped launch the publication’s digital newsletter division. Thomas lives in Charlotte, N.C.

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