Wealthy first-time candidate Cloobeck drops $1.4 million on TV ads in the California governor's race

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BEVERLY HILLS, CA - MAY 20: Businessman Stephen Cloobeck is running for governor. He made his money in hospitality and time shares. Photographed in Beverly Hills, CA on Tuesday, May 20, 2025. (Myung J. Chun / Los Angeles Times).

Wealthy first-time political candidate Stephen J. Cloobeck is spending $1.4 million on television ads starting Tuesday — the first barrage of cable and broadcast messaging that Californians will likely be bombarded with in next year's governor's election.

Cloobeck's campaign declined to preview the 30-second ad on Monday, but the candidate confirmed the size of the ad buy. Public records of advertising purchases show that Cloobeck bought space in every California market on cable, as well as broadcast television time in Sacramento. He also bought time in New York City and Washington, D.C. — as well as West Palm Beach, the location of President Trump's Mar-a-Lago.

Cloobeck confirmed the size of the buy; a campaign advisor confirmed that they would run through Monday and that he was also launching a social-media effort.

"I will always Fight for California. All Californians deserve the contract to be fulfilled for an affordable livable workable state," Cloobeck said in a text message. "Watch [the ad] and you will see how a conservative Democrat fights for All Californians."

The move comes after former Vice President Kamala Harris opted last week against running for governor, leaving a race without a clear front-runner with a large field that is widely unknown to most California voters.

Read more: 'No obvious front-runner.' Why Harris' exit has scrambled the race for California governor

The candidates need to raise their name recognition among California's 22.9 million registered voters, which makes Cloobeck's early advertising understandable, according to Democratic strategists.

"It’s unprecedented for regular business. Not for this race," said Democratic media buyer Sheri Sadler, who is not currently affiliated with a candidate in the contest.

Read more: Who is running for California governor in 2026? Meet the candidates

It's also not unprecedented for Cloobeck, a Beverly Hills philanthropist and businessman. He announced his gubernatorial run in November with a fusillade of television and digital ads.

While the 63-year-old's exact net worth is unclear, he made his fortune in real estate and hospitality. He founded Diamond Resorts International, a timeshare and vacation property company, which he sold in 2016. Earlier, he appeared on several episodes of the reality-television show “Undercover Boss,” which sends executives in disguise into low-level jobs at their businesses.

While Cloobeck has not run for office before, he has long been a prodigious Democratic donor and fundraiser. He also played a critical role in renaming the airport in Las Vegas after the late Sen. Harry Reid, whom he describes as a father figure. The bookshelves at his sprawling Beverly Hills mansion are lined with pictures of himself with Democratic presidents and many other prominent members of the party.

Cloobeck announced last week that he was contributing $10 million to his campaign, on top of the $3 million he initially seeded it with. His wealth was on vivid display at the California Democratic Party's spring convention, where canvassers who said they were paid $25 per hour wore royal blue shirts emblazoned with his name chanted his name. Cloobeck said at the time that his campaign had spent “probably a couple hundred thousand dollars” on the effort.

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This story originally appeared in Los Angeles Times.

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