Top 5 Gambling & Sports Betting Stocks After Legalization Wave

When the Supreme Court struck down the federal sports betting ban in 2018, it unleashed a gold rush.

24/7 Wall Street • Jan 27, 2026

PENN Entertainment: The Market Gave Up, But Maybe Too Early

PENN Entertainment is rated a cautious buy, with valuation appearing asymmetrical and downside seemingly limited by low P/B and EV multiples. Recent digital strategy missteps, including the failed ESPN partnership and $825 million impairment, have damaged confidence and weighed on results. PENN's core retail casino business remains stable and profitable, generating $1.4 billion in Q3 revenue and 32% EBITDAR margins.

Seeking Alpha • Jan 23, 2026

PENN Entertainment to Report Fourth Quarter Results and Host Conference Call and Webcast on February 26

WYOMISSING, Pa.--(BUSINESS WIRE)--PENN Entertainment, Inc. (Nasdaq: PENN) announced today that it will release its 2025 fourth quarter financial results at 7:00 a.m. ET on Thursday, February 26, 2026, followed by a conference call and simultaneous webcast at 8:00 a.m. ET. Both the call and webcast are open to the general public. The conference call number is 785-424-1789 (conference ID: PENN); please call five minutes in advance to ensure that you are connected prior to the presentation. Intere.

Business Wire • Jan 20, 2026

PENN Entertainment (PENN) Moves 5.4% Higher: Will This Strength Last?

PENN Entertainment (PENN) witnessed a jump in share price last session on above-average trading volume. The latest trend in earnings estimate revisions for the stock doesn't suggest further strength down the road.

Zacks Investment Research • Jan 16, 2026

PENN Entertainment, Inc. Announces New Corporate Organizational Structure

WYOMISSING, Pa.--(BUSINESS WIRE)--PENN Entertainment, Inc. (“PENN” or the “Company”) (Nasdaq: PENN) today announced a new corporate organizational structure designed to reflect the Company's strategic priorities, including the realignment of its Interactive focus on PENN's digital assets in Canada and its Hollywood iCasino product in the U.S. to further leverage its core retail casino business and overall omnichannel business model. “As we turn the calendar to 2026, we are restructuring our cor.

Business Wire • Jan 5, 2026

DKNG vs. PENN: Which Betting Stock Is the Better Buy Now?

DraftKings and PENN Entertainment capture diverging paths in a maturing U.S. betting market, as investors reassess profitability, execution, and balance-sheet discipline.

Zacks Investment Research • Dec 29, 2025

LVS, WYNN or PENN: Which Gaming Stock Offers the Best 2026 Setup?

Las Vegas Sands emerges as the top 2026 gaming play, backed by Macau momentum, Singapore growth, and a margin-focused strategy as the industry matures.

Zacks Investment Research • Dec 19, 2025

Skip The Gambling: Collect Dividends From These Casino High-Yielders

VICI Properties and Gaming and Leisure Properties offer yields above 6% and 7%, respectively, underpinned by strong cash flows and fundamentals. VICI trades at an attractive 11.8x P/AFFO, below sector median, with robust liquidity, 8th consecutive dividend increase, and a well-covered 75% AFFO payout ratio. GLPI boasts a lower 10.78x P/AFFO, solid 4.4x leverage, no debt maturities until 2027, and an 80% AFFO payout ratio, supporting its high yield.

Seeking Alpha • Dec 17, 2025

Jackpot Digital to Deploy Electronic Poker Tables at Two PENN Entertainment Properties in Mississippi

Vancouver, British Columbia--(Newsfile Corp. - December 16, 2025) - Jackpot Digital Inc. (TSXV: JJ) (OTCQB: JPOTF) (Frankfurt Stock Exchange: LVH3) (the "Company" or "Jackpot Digital") Jackpot Digital, the world's leading provider of innovative dealerless electronic poker gaming solutions, is pleased to announce that it has finalized installation agreements to deploy its Jackpot Blitz® dealerless poker electronic table games ("ETGs") at Boomtown Casino Biloxi and Hollywood Casino Gulf Coast in Mississippi, both owned and operated by PENN Entertainment, Inc. (NASDAQ: PENN). These agreements follow previously executed letters of intent.

Newsfile Corp • Dec 16, 2025

Justin Sebastiano Joins Game Play Network as Executive Vice President and Chief Financial Officer

LOS ANGELES , Dec. 2, 2025 /PRNewswire/ -- Game Play Network, Inc. ("GPN"), a licensed gaming company that offers players casino -style games for real money through its B2C website and app, Horseplay, today announced the appointment of Justin Sebastiano as Executive Vice President and Chief Financial Officer. Sebastiano joins GPN with more than two decades of leadership experience in strategic finance, capital markets, treasury management, and investor relations for both public and private companies in the gaming and consumer industries.

PRNewsWire • Dec 2, 2025