Portnoy Reveals Barstool Sports, DraftKings Partnership

Just minutes after the Kansas City Chiefs vanquished the San Francisco 49ers in Super Bowl LVIII on Sunday night, Barstool Sports founder David Portnoy announced a widely speculated upon partnership between his company and DraftKings (NASDAQ: DKNG).

Portnoy
Barstool Sports Founder Dave Portnoy, seen here at an event at Harrah’s Atlantic City. His company announced a deal with DraftKings. (Image: Tom Briglia/Getty)

Rumors regarding such a relationship surfaced about three weeks ago, but the two sides were prevented from making it official until after the big game due to Barstool’s noncompete agreement with Penn Entertainment (NASDAQ: PENN). That contract was struck last August when the regional casino operator sold the sports media blog back to Portnoy for a mere $1 after the gaming company reached a sports betting accord with ESPN.

I’m proud to announce that Barstool has signed a multi year monster deal with @DraftKings We’re back to our roots. DK is once again the exclusive sports betting partner of Barstool Sports. The more things change the more they stay the same,” said Portnoy in a social media post with the hashtag “#dkpartner.”

Financial terms of the Barstool/DraftKings agreement weren’t revealed, but it’s believed the arrangement could be worth upwards of $10 million over multiple years to Portnoy’s company.

Barstool, DraftKings Reunited and it Feels So Good

Barstool and DraftKings, both of which are Boston-born companies, worked together a decade ago with the media company serving as a platform for articles and discussion on daily fantasy sports (DFS), which was then DraftKings’ bread and butter.

That was four years before the Supreme Court ruling on the Professional and Amateur Sports Protection Act (PASPA). That decision paved the way for states to determine the legality of sports wagering in their jurisdictions and when the floodgates opened, the landscape of betting and media partnerships changed forever.

In part, that drove Barstool and Penn into each other’s arms in 2020 when the regional casino operator paid $163 million for a 36% stake in Portnoy’s company. Penn would ultimately pay north of $550 million to own Barstool outright before dumping it to work with ESPN.

Interestingly, that deal paved the way for Caesars Entertainment (NASDAQ: CZR) and DraftKings to move on from what were believed to be pricey relationships with ESPN. Among gaming companies, DraftKings is one of the pioneers in seeing value in media deals, as the operator acquired the Vegas Sports Information Network (VSiN) and struck a content distribution agreement with Meadowlark Media in 2021.

Portnoy Comes Out Ahead, Gets Back to Betting

Penn’s purchase of Barstool provided Portnoy with generational wealth, and his ability to reacquire his firm for just $1 will likely assist in his efforts to add to his fortune because the company is likely worth hundreds of millions of dollars.

In the wake of the Penn divorce, Portnoy acknowledged that he may have hurt that operator’s efforts to procure sports betting licenses in some states, but added that he has no plans to ever again sell Barstool. As for working with DraftKings again, it provides the media company with an outlet to discuss sports wagering with an official financial backer.

On a related note, some industry observers believe it was a gaffe on Penn’s part to hold Portnoy to such a short noncompete and an oversight to allow that requirement to end on the day of the Super Bowl.

Todd Shriber
Todd Shriber Financial Reporter

Todd Shriber is a senior news reporter covering gaming financials, casino business, stocks, and mergers and acquisitions for Casino.org.

Todd got his start in financial markets as a reporter with Bloomberg News. Later, he became a trader at a Southern California-based long/short hedge fund, where he specialized in the trading sector and international ETFs leading up to and during the financial crisis. He joined Casino.org in 2019.

Currently, Todd analyzes, researches, and writes on ETFs for various web-based publications and financial services firms. Shriber has been featured and quoted in Barron's, CNBC.com, and The Wall Street Journal. His work can also be found on Benzinga, ETF Daily News, ETF Trends, MarketWatch, Fox Business, and Nasdaq.com.

He currently resides in Las Vegas, where he enjoys golf and taking his black lab to the dog park. He's also an avid sports fan and likes to wager on college football and the NBA. You can also find him at the three-card poker and roulette table, even though he knows better.

Contact Todd at todd.shriber@casino.org.

Comments icon

Conversation (0)

+ Add a comment

Be the first to comment on this article.

Write a comment

Your email address will not be published.