Caesars Entertainment
Caesars Entertainment, Inc., (CZR -0.70%) manages resorts and casinos branded under Caesars, Harrah's, Horseshoe, and Eldorado. Caesars Entertainment also offers digital gaming, including online sports betting, which it offers in 33 North American jurisdictions.
The company generated roughly $1.3 billion in net revenue from sports betting for the trailing 12 months in the third quarter of 2025 and an adjusted EBITDA of $171 million.
Caesars Digital segment, which includes its online sportsbook and iGaming, posted its first quarter of positive adjusted EBITDA in the second quarter of 2023.
Wynn Resorts
Wynn Resorts, Ltd., (WYNN -1.96%) is a holding company that operates multiple segments in the casino space, including Wynn Interactive, which the online sportsbook WynnBet falls under.
While Wynn Resorts posted operating revenue of $1.8 billion in the third quarter of 2025, Wynn Interactive, which includes its online sportsbook, seems to be a minimal part of the business picture at this point.
In 2023, WynnBet closed in eight of the states it operated in. Then in 2024, it sold its New York sports betting license to Penn Entertainment. It currently appears to have a mobile presence in Nevada and in-person betting at its casino hotel in Boston.
Bet365
Bet365 is a private British online gambling company founded in 2000. The company has sportsbooks in 14 states, Canada, and across Europe and Asia.
While Bet365 is private, it does post some financial information. In the fiscal year ending March 31, 2024, it earned $4.6 billion in revenue, a 9% increase year over year. Sports betting revenue increased 11% during that period.
Penn Entertainment
Penn Entertainment, Inc., (PENN -4.07%) owns and operates casinos across the U.S., plus an online sportsbook. It aimed to shake up the sports betting scene with its acquisition of sports media company Barstool Sports, only to shed ownership of it three years later and reraise with a $2 billion deal with ESPN, rebranding its app as ESPN Bet.
However, in November 2025, Penn and ESPN terminated the agreement, with Penn migrating to theScore platform and ESPN signing a new agreement with DraftKings.