
Barstool Sports Eyes Lucrative Deal with DraftKings Amidst Ownership Shake-Up
In a bold move that could significantly impact the sports betting landscape, Barstool Sports is currently in negotiations with industry titan DraftKings for a potential partnership. This deal, potentially worth low eight figures annually, marks a new chapter for the media company after Dave Portnoy, its controversial but charismatic founder, regained control of the brand.
The acquisition of Barstool by Penn Entertainment (formerly known as Penn National Gaming) was once seen as a strategic play to bolster the casino operator's position in the burgeoning U.S. sports betting market. However, the anticipated synergies did not materialize as planned. After investing over half a billion dollars into Barstool—$163 million for an initial 36% stake and later $388 million for the remaining 64%—Penn has decided to part ways with the media entity, selling their stake back to Portnoy for a nominal fee of $1.
This dramatic turn of events followed an $850 million write-off by Penn, signaling the disappointing outcome of the acquisition. Despite this financial setback, Penn has swiftly pivoted, partnering with ESPN to launch ESPN Bet, a new venture in the sports betting arena.
Penn's Exit and Barstool's Betting Ambitions
While Penn's strategy involving Barstool may not have panned out as hoped, it doesn't spell the end for Barstool's aspirations in the sports betting industry. The media company is barred from finalizing any betting deals until after the Super Bowl due to a lock-up arrangement. Nevertheless, there is a clear intention to re-enter the market, with plans to expand through strategic partnerships.
Despite the current prohibition on entering the betting industry until the conclusion of the NFL season, Barstool remains a prominent voice in the gambling conversation. The platform continues to offer gambling advice and picks, reinforcing its strong connection to the sports betting culture.
Portnoy himself has been vocal about the company's direction, "I would still argue that [sports betting] is a huge part of what we do today. Our crew bets obsessively on games, we always have... But I think you'll see, into next year, that we start to establish ourselves back in that space."
DraftKings' Marketing Strategy Shift
On the other side of the negotiating table, DraftKings has made headlines for its aggressive investment in sales and marketing, which reached a staggering $1.19 billion in fiscal 2022. However, this marked a turning point as it was the first decrease in marketing spend in over three years for the company. This shift coincides with DraftKings ending its marketing partnership with ESPN, which has since joined forces with Penn for ESPN Bet.
The potential collaboration between Barstool and DraftKings could be a game-changer for both entities. For Barstool, it represents an opportunity to leverage its robust following and brand loyalty within the sports betting community. For DraftKings, aligning with Barstool's influential platform could enhance its competitive edge in a crowded market.
The Future of Barstool and Sports Betting
As the landscape of sports betting continues to evolve, the stakes are high for media companies and betting operators alike. Barstool's re-entry into the sports betting market will be closely watched by industry observers and fans. With a proven track record of engaging sports enthusiasts and a newfound freedom to chart its own course, the future looks promising for Portnoy's enterprise.
Yet, there's a catch in the fine print. Should Portnoy decide to sell Barstool, Penn is entitled to half of the gross proceeds. This clause ensures that Penn retains a vested interest in Barstool's success, even as it embarks on its new venture with ESPN Bet.
As the dust settles on this corporate reshuffling, all eyes will be on how these strategic moves play out. Will Barstool's bet on itself pay off? Will DraftKings' recalibrated marketing efforts yield the desired results? And how will Penn's alliance with ESPN influence the sports betting scene? Only time will tell, but one thing is certain—the game is on, and the players are more determined than ever to win big.