Barstool Sports Eyes DraftKings Betting Partnership

Barstool Sports in Talks with DraftKings for a Lucrative Betting Deal

In a surprising turn of events, Barstool Sports is currently in negotiations with DraftKings over a potential sports betting partnership. This deal could mark a significant financial win for Barstool, with estimates suggesting it could be worth low eight figures annually.

Dave Portnoy Back at the Helm

The media landscape was taken aback when Dave Portnoy, the original founder of Barstool Sports, reacquired control of the company. The move came after Penn Entertainment sold their stake back to Portnoy for a nominal fee of $1. This transaction was a stark contrast to the earlier deals where Penn had invested a total of $551 million to acquire 100% of Barstool Sports—$163 million for an initial 36% and an additional $388 million for the remaining 64%.

Penn Entertainment's Shift in Strategy

Penn's initial strategy was to leverage Barstool's brand to boost their own sportsbook, but this approach fell short of expectations. Consequently, Penn has now partnered with ESPN to launch ESPN Bet, stepping away from its association with Barstool. This shift came at a cost, as Penn recorded an $850 million write-off following the Barstool acquisition. However, they have secured a clause that entitles them to half of the gross proceeds should Portnoy decide to sell Barstool in the future.

Lock-Up Arrangement Delays Barstool's Betting Ventures

Despite the eagerness to jump back into the sports betting market, Barstool is currently bound by a lock-up arrangement that prevents them from finalizing any betting deals until after the Super Bowl. This restriction is in line with their barred status from entering the betting industry until the conclusion of the current NFL season. Nonetheless, Barstool remains committed to the gambling sector, continuing to offer gambling advice and picks to its audience.

Future Expansion Plans

Looking ahead, Barstool is not only intent on re-entering the sports betting market but is also planning to expand its presence through strategic partnerships. This comes at a time when DraftKings, a leading figure in the betting industry, has scaled back its investment in sales and marketing for the first time in three years, down to $1.19 billion in fiscal 2022. This reduction coincides with the end of DraftKings' marketing partnership with ESPN, which has since aligned with Penn for ESPN Bet.

Portnoy's Vision for Barstool's Betting Future

Amid these developments, Dave Portnoy remains optimistic about Barstool's role in the sports betting landscape. "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," he stated confidently.

With Portnoy back in charge, the brand he built from the ground up seems poised to reclaim its position in the sports betting arena. The anticipated partnership with DraftKings could be the catalyst Barstool needs to propel itself to new heights, blending its strong media presence with the lucrative world of sports gambling.

As the industry watches closely, the potential alliance between Barstool Sports and DraftKings may reshape the betting landscape, bringing together content, community, and betting in a way that could redefine how fans engage with their favorite sports. With Portnoy at the wheel and a clear vision for the future, Barstool Sports appears ready to embark on its next chapter.