Barstool Sports Eyes DraftKings Deal Amid Betting Market Return

Barstool Sports in Talks for a Lucrative Deal with DraftKings

In an intriguing twist within the sports betting landscape, Barstool Sports is reportedly in advanced discussions to forge a significant partnership with industry giant DraftKings. This potential alliance could prove to be highly profitable for Barstool, with estimates suggesting an annual value in the low eight figures.

Dave Portnoy Takes the Helm Again

Dave Portnoy, the well-known media personality, has once again taken charge of Barstool Sports. This development comes after Penn Entertainment divested its interest in the company, selling their stake back to Portnoy for a nominal fee of $1. The sale marks a stark reversal from Penn's initial investment, which saw them acquire a 36% share for $163 million and subsequently the remaining 64% for $388 million.

Penn Entertainment's Shift in Strategy

Penn's ambitious plan to leverage Barstool's brand to boost their sportsbook operations fell short of expectations. Following this outcome, Penn has pivoted by partnering with ESPN to launch ESPN Bet, a new venture in the sports betting arena. This shift in strategy came at a substantial cost to Penn, which recognized an $850 million write-off stemming from the Barstool acquisition. Despite the financial setback, Penn stands to benefit from any future sale of Barstool, as they are entitled to half of the gross proceeds.

Timing of the Deal

Barstool finds itself temporarily on the sidelines of the betting world due to a lock-up agreement that prevents the company from finalizing any sports betting deals until after the Super Bowl. Additionally, the company must wait until the conclusion of the current NFL season before it can actively re-engage in the sports betting market.

Barstool's Betting Ambitions

Despite these constraints, Barstool's intent to re-establish itself as a formidable player in sports betting is clear. The company continues to provide gambling advice and picks, maintaining a connection with the betting community. Looking ahead, Barstool aims to enhance its footprint through strategic partnerships, signaling a robust comeback into the sports betting fray.

DraftKings Scaling Back Marketing Investments

On the other side of the negotiating table, DraftKings has been recalibrating its approach to growth. The company invested a hefty $1.19 billion in sales and marketing during fiscal 2022, marking a notable decrease and the first downturn in marketing expenditure in over three years. This reduction in spending coincides with the termination of DraftKings' marketing partnership with ESPN, which has since joined forces with Penn for ESPN Bet.

Portnoy's Commitment to Sports Betting

Amid these shifting dynamics, Dave Portnoy remains steadfast in his belief that sports betting is integral to Barstool's DNA. "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," Portnoy asserts, indicating a strong resolve to steer Barstool back into the competitive sports betting market. The anticipated partnership between Barstool and DraftKings could mark a significant milestone in the industry, potentially reshaping the landscape and influencing how media companies and betting platforms collaborate. With both entities bringing unique strengths to the table, the sports betting community will undoubtedly be watching closely as these negotiations unfold.