Is PENN Entertainment, Inc. (PENN) A Good Stock To Buy Now?

Is PENN a good stock to buy? We came across a bullish thesis on PENN Entertainment, Inc. on TradersPro’s Substack. In this article, we will summarize the bulls’ thesis on PENN. PENN Entertainment, Inc.’s share was trading at $21.84 as of June 15th. PENN’s trailing and forward P/E were 77.43 and 13.14 respectively according to Yahoo Finance.

PENN Entertainment, Inc. (PENN) is positioned to benefit from the ongoing expansion of legalized sports betting and online gaming across the United States, leveraging a unique omnichannel platform that combines a large regional casino footprint with growing digital wagering operations. The company operates 43 casino properties across 20 states under established brands such as Hollywood Casino, Ameristar, and Boomtown, while also owning ESPN BET and theScore, giving it exposure to both traditional gaming customers and rapidly growing online audiences.

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The central bullish thesis is that PENN’s digital business remains in the early stages of a potentially significant growth trajectory. ESPN BET continues expanding into newly legalized jurisdictions and attracting younger bettors who may not engage with traditional casino offerings, while the company’s mychoice loyalty program helps strengthen customer retention and cross-platform engagement. At the same time, the interactive gaming segment is delivering strong revenue growth and steadily progressing toward profitability, creating the potential for meaningful operating leverage as scale increases.

The broader industry backdrop further strengthens the investment case. State-by-state legalization of sports betting and online casino gaming continues to expand the addressable market, providing a favorable regulatory tailwind for operators that already possess both retail and digital capabilities. PENN’s combination of casino assets, sports media partnerships, and online wagering platforms positions it to capture demand as consumers increasingly seek integrated entertainment experiences.

In addition to these fundamental drivers, recent trading activity has shown encouraging technical momentum, with a strong confirmation move supported by rising volume, suggesting growing investor conviction and the potential for further upside. As legalization spreads, digital operations mature, and profitability improves, PENN appears well positioned to participate in the long-term growth of the evolving U.S. gaming market.

Previously, we covered a bullish thesis on DraftKings Inc. (DKNG) by LongTermValue Research in April 2025, which highlighted the company’s leadership in online sports betting, expanding legal market footprint, strong profitability outlook, and potential 50% upside from attractive valuation levels. DKNG’s stock price has depreciated by approximately 13.25% since our coverage. The Hermit shares a similar view but emphasizes disciplined casino operations, cost control, and dependable cash flow generation at Century Casinos, Inc. (CNTY).

PENN Entertainment, Inc. is not on our list of the 40 Most Popular Stocks Among Hedge Funds. As per our database, 54 hedge fund portfolios held PENN at the end of the first quarter which was 43 in the previous quarter. While we acknowledge the risk and potential of PENN as an investment, our conviction lies in the belief that some AI stocks hold greater promise for delivering higher returns and doing so within a shorter time frame. If you are looking for an AI stock that is more promising than PENN and that has 10,000% upside potential, check out our report about this cheapest AI stock.

Disclosure: None. 

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