• Skip to main content
  • Skip to header right navigation
  • Skip to site footer
Larry Brown Sports

Larry Brown Sports

Brown Bag it, Baby

  • Home
  • Blog View
  • NFL
  • NCAAF
  • NBA
  • MLB
  • Media
  • Headlines
  • Podcast
College BasketballFeatured StoriesSports Bettingcrazy sports betsDavid PortnoyNCAA Tournament 2024UConn Basketball

Dave Portnoy cashes $2.7 million sports betting ticket in ‘biggest win’ of his life

April 8, 2024 by Renzo Pocholo Salao • Comments
FacebookTweetLinkedInRedditThreadsWhatsAppEmail
Dave Portnoy on the phone
Barstool Sports founder David Portnoy walks towards the pagoda before the start of Carb Day practice, Friday, May 28, 2021, at Indianapolis Motor Speedway. Photo Credit: Grace Hollars/IndyStar via Imagn Content Services, LLC

Barstool Sports founder Dave Portnoy on Monday pocketed a massive chunk of change thanks to what he called “the greatest bet of my life.”

Portnoy backed UConn in their quest for back-to-back titles, and his faith in the Huskies netted him a $2.76 million payout. UConn handily beat Purdue 75-60 to win the 2024 NCAA Tournament championship at State Farm Stadium in Glendale, Ariz.

Portnoy posted his betting slip on X showing that he had wagered $600,000 on UConn to win it all at +360 odds.

“The greatest bet of my life,” captioned Portnoy in his post. “Thank you #uconn Destroyed [sic] everybody and everything in their path. They’d win the tournament 100 out of 100 times. The biggest win of my life by a mile.”

The greatest bet of my life. Thank you #uconn Destroyed everybody and everything in their path. They'd win the tournament 100 out of 100 times. The biggest win of my life by a mile. pic.twitter.com/9MfrUNspyN

— Dave Portnoy (@stoolpresidente) April 9, 2024

The intensity seen on Portnoy’s face was evident as he watched the game live alongside some of his Barstool Sports employees.

STEP ON THEIR THROATS! pic.twitter.com/56KWObVGzN

— Dave Portnoy (@stoolpresidente) April 9, 2024

The UConn-Purdue clash stayed close early with neither team going ahead by more than three points over the first 15 minutes of action. But the Huskies went feral in the second half and led by as many as 18 points to cruise to another title.

Portnoy’s million-dollar return is certainly a huge financial windfall, even for a wealthy man such as himself. But Portnoy arguably got an even bigger monetary win last year that had nothing to do with a massive sports bet.

  • i want more great stories!

Sign up today for free and get the best sports content sent to your inbox.

You can unsubscribe anytime. For more details, review our Privacy Policy.

.

Follow Us

Get instantly notified of the most viral news stories via Google!

  • Trending stories

LeBron James looks on

LeBron James said ‘hell no’ to Jaylen Brown’s extreme request

7 days ago
Angel Reese in her Dream uniform

Dream make a historic Angel Reese announcement

3 days ago
Jeanie Buss sitting courtside

Update emerges on Jeanie Buss’ future after the Lakers get sold again

2 days ago
Bill Belichick looks on

Adam Vinatieri takes shot at Bill Belichick during his Hall of Fame speech

6 days ago
Brandon Aiyuk wearing headphones and a 49ers sweatshirt

Report confirms how badly Brandon Aiyuk blew his chance to join Commanders

August 7, 2026

Sidebar


  • don’t miss these

Aaron Judge in his Yankees uniform

Possible return date emerges for Aaron Judge

3 hours ago244
Bengals QB Joe Burrow on the sideline

Joe Burrow reacts to the Jayden Daniels-LSU drama

5 hours ago509
Drew Allar in his Steelers uniform

Fans all said the same thing about Drew Allar during preseason opener

19 hours ago779
Luka Doncic looks on

Luka Doncic’s role in the sale of the Lakers has been revealed

20 hours ago565
Dusty May coaching Michigan

Dusty May answers if he would ever return to coaching in college

21 hours ago124
Kevin Durant with the Houston Rockets

Kevin Durant reacts to Russell Westbrook’s retirement

1 day ago481
  • popular stories

Caitlin Clark dribbling

WNBA makes immediate decision on Caitlin Clark after technical foul

Tony Romo in a suit

CBS publicly addresses Tony Romo’s future

Tony Romo in a suit

New update emerges on Tony Romo’s future at CBS

Damien Woody on the ESPN set

ESPN parts ways with longtime NFL analyst

Panthers QB Bryce Young being interviewed by legless reporter Dave Stevens

Bryce Young had the most tragic slip-up during his sideline interview

Mike Trout looks on

Mike Trout accidentally hosted the worst team bonding event ever

Get the App

© 2026 · LB Sports Media Group Inc · Powered by Springwire.ai

Privacy Manager © 2026 · All Rights Reserved
  • X
  • Facebook
  • YouTube
  • Instagram
  • RSS Feed
  • About Larry Brown Sports
  • Contact
  • Editorial Process
  • Staff Writers
  • Privacy Policy
Dedicated to the memory of Nevil Vega