Stephen Cloobeck
Stephen J. Cloobeck is an American entrepreneur, investor and author who founded Diamond Resorts International and served as its chairman and CEO. He was the inaugural chairman of Brand USA and chaired the Nevada Athletic Commission, appeared on Undercover Boss and previously ran for governor of California.
Contents31 sections
Key facts
Early Life: Growing Up in California
Cloobeck grew up in Encino, California, initially aspiring to surgery before entering property development.[1]
1983Graduating from Brandeis University
He graduated from Brandeis University after studying biopsychology. His undergraduate thesis advisers were Eve Marder and Arthur Wingfield, and his research concerned Alzheimer’s disease.[2]
1980sShopping-centre Development and Setbacks
His website recalls starting shopping-centre development at twenty-five. After his Lake Forest contractor and lender failed in the late 1980s, he handled construction, leasing and debt problems.[3]
December 29, 1992Polo Towers Opens
Polo Towers opened in Las Vegas. His website credits his father with financing and himself with design, construction and operations.[3]
1999Diamond Resorts LLC
Securities filings date the formation of Diamond Resorts LLC and its affiliated companies to 1999, describing Cloobeck’s involvement through these businesses in Polo Towers development and the design of Marriott’s Grand Chateau vacation-ownership resort.[4]
2003–2010Nevada Cancer Institute Board Service
He served on the Nevada Cancer Institute’s board and chaired it during his final year on the board.[4]
2004–2007Judicial Ethics and Election Practices
He was appointed to Nevada’s Standing Committee on Judicial Ethics and Election Practices in 2004 and served until August 2007.[1]
April 27, 2007Acquiring Sunterra
October 2010Chairing the Tourism-promotion Organisation
2012Two Undercover Boss Appearances
CBS aired his first Undercover Boss episode on January 15 and his return to work undercover at his resorts on November 30. The broadcaster described the second episode as the show’s first returning-boss appearance and announced more than $1 million in employee rewards.[6]
2012Employee Crisis Fund
He established the Diamond Resorts Team Member Crisis Fund for struggling employees; it later became a foundation.[1]
January 1, 2013Stepping Down as CEO
David F. Palmer succeeded him as CEO of Diamond Resorts Parent and its subsidiaries, while Cloobeck remained chairman. The company announced the management change on January 7.[7]
July 2013Company IPO
Diamond Resorts International conducted its initial public offering, with the relevant registration statements becoming effective on July 18. Cloobeck continued as chairman.[8]
September 2, 2016Apollo Completes the Acquisition
Affiliates of Apollo-managed funds completed the acquisition of all outstanding Diamond Resorts common shares through a $30.25-per-share cash tender offer followed by a merger. This was a corporate equity transaction price, not a measure of Cloobeck’s personal wealth.[9]
February 20, 2018Merger-disclosure Litigation Ruling
In Appel v. Berkman, the Delaware Supreme Court reversed dismissal of a shareholder suit and remanded it. The court found disclosures materially incomplete because they omitted Cloobeck’s reasons for abstaining, including dissatisfaction with price and timing; defendants had argued such opinions were immaterial. The ruling addressed disclosure and whether the case could proceed.[10]
2018Publication of Checking In
July 2020Gift to Brandeis University
The university announced his $1 million gift supporting brain research by Marder and Wingfield, with part intended to help undergraduates attend academic conferences.[2]
June 2021Nevada Athletic Commission Chair
Governor Steve Sisolak appointed him chairman of the Nevada Athletic Commission for an intended two-year term.[12]
December 8, 2021Federal Copyright Case Dismissed
The federal copyright action he filed against Stefanie Gurzanski in March was dismissed with prejudice by stipulation, with each side bearing its own costs and legal fees. This disposition concerns only copyright case 2:21-cv-02306.[13]
December 14, 2021Nathan’s Law Emergency Regulation
Following student Nathan Valencia’s death after a boxing event, the commission adopted an emergency regulation signed by the governor, clarifying supervision and exemption checks for certain collegiate and amateur combat events. Cloobeck announced its implementation as chairman, emphasising participant safety.[14]
December 13, 2022Resigning from the Commission
He resigned, stating that he could not work with incoming governor Joe Lombardo. The resignation followed Sisolak’s defeat in his reelection campaign.[12]
November 5, 2024Announcing a California Gubernatorial Bid
He announced a bid for California governor in the 2026 election. His campaign release then described him as a lifelong Democrat and emphasised affordability, the business environment and public safety.[15]
April 24, 2025School of Hard Knocks Interview
The channel released a home interview titled How I Turned –$20 Million Into $3.3 Billion, discussing early hotel ventures, mentorship, negotiation and his reasons for running for governor. Its description calls him a billionaire but supplies no independently verifiable personal-net-worth calculation.[16]
June 2025Publication of Facing Hard Truths
Disruption Books published Facing Hard Truths: How Americans Can Get Real, Pull Together, and Turn Our Country Around. It discusses immigration, crime, living costs and political discourse, advocating cooperation and public trust in addressing policy problems.[17]
November 24, 2025Withdrawing and Endorsing Swalwell
April 2026Withdrawing Political Support
May 12, 2026Surrender in Witness-interference Case
He surrendered in West Hollywood and was released on $300,000 bail. Citing the complaint, NBC reported allegations that he tried to dissuade witnesses in the case of his then-fiancée Adva Lavie, involving three felony counts and one misdemeanor telephone-harassment count. Attorney Elias Dabaie denied the allegations.[21]
August 7, 2026Not-guilty Pleas
He pleaded not guilty to all charges. FOX 11 specified two felony counts involving force or threats, one felony count concerning attendance or testimony, and one misdemeanor phone-call count. It also reported that he had ended his engagement to Lavie. These were allegations and procedural developments, not convictions.[22]
Investments and Business Ideas: Customer Service
His website lists a post-sale investment in CLEAR and describes his proactive customer-service approach as The Meaning of Yes.[3]
Official Website and Public Accounts: Verified Links
His official website, https://stephenjcloobeck.com/ (opens in a new window), links to https://www.youtube.com/@stephenj.cloobeck (opens in a new window), whose channel links back to the website. The X address in his 2024 campaign release, https://x.com/sj_cloobeck (opens in a new window), displayed an account-not-found message when checked in October 2026. The release also links his LinkedInLinkedInLinkedIn is a social networking platform for professionals. It was founded in 2002 by Reid Hoffman and others, launched in 2003, and listed on the New York Stock Exchange in 2011; after Microsoft acquired it for approximately $26.2 billion in 2016, it became a wholly owned Microsoft subsidiary. Its revenue comes from membership subscriptions, advertising, and recruitment solutions.Open the full entry profile.[1][23][15][24]
Sources
- About Stephen J. Cloobeck (opens in a new window)
- Entrepreneur Gives $1M for Research Into the Workings of the Mind (opens in a new window)
- Business (opens in a new window)
- Diamond Resorts Corporation — 2012 Form 10-K (opens in a new window)
- Diamond Resorts Corporation — First Quarter 2012 Form 10-Q (opens in a new window)
- Undercover Boss Features the Return of a Boss (opens in a new window)
- Diamond Resorts — Management Changes (opens in a new window)
- Diamond Resorts International — 2014 Form 10-K (opens in a new window)
- Diamond Resorts International and Apollo Funds Announce Closing (opens in a new window)
- Appel v. Berkman — Supreme Court Opinion (opens in a new window)
- Checking In: Hospitality-Driven Thinking, Business, and You (opens in a new window)
- Stephen Cloobeck Quits Athletic Commission, Slams Lombardo (opens in a new window)
- Stephen J. Cloobeck v. Stefanie Gurzanski, 2:21-cv-02306 (opens in a new window)
- Nathan’s Law Unanimously Passed by Nevada Athletic Commission (opens in a new window)
- Stephen J. Cloobeck Announces Candidacy for California Governor (opens in a new window)
- How I Turned –$20 Million Into $3.3 Billion (opens in a new window)
- Facing Hard Truths (opens in a new window)
- Stephen Cloobeck Ends Bid for California Governor, Endorses Eric Swalwell (opens in a new window)
- Stephen Cloobeck Cuts Ties with Eric Swalwell (opens in a new window)
- California Billionaire Swaps Party Affiliation to Libertarian-Republican (opens in a new window)
- LA-area Billionaire and Eric Swalwell Donor Stephen Cloobeck Arrested on Felony Charges (opens in a new window)
- Stephen Cloobeck Pleads Not Guilty to Witness Tampering (opens in a new window)
- Stephen J. Cloobeck — YouTube (opens in a new window)
- Stephen J. Cloobeck — Historical X Link (opens in a new window)