
Stephen J. Cloobeck
IN THE NEWS

Strategic Brilliance Behind the $2.2 Billion Exit
Stephen Cloobeck’s orchestration of the two point two billion dollar sale of Diamond Resorts International to Apollo Global Management in twenty sixteen stands as a

One question for 11 CA governor candidates: Stephen J. Cloobeck
A talk with Stephen J. Cloobeck, business visionary, philanthropist and entrepreneur, about the governor’s office and legislature and what is not working.

Businessman Stephen Cloobeck talks about his bid for CA governor
Stephen Cloobeck, the “Undercover Boss,” talks about his success as a businessman and says he is running for governor to disrupt the California system, saying there are too many regulations, making it unaffordable for most.

Candidate for California governor launches anti-Trump TV ads
California gubernatorial candidate Stephen J. Cloobeck (D) is out with new television advertisements targeting President Donald Trump. The hospitality businessman and former CEO of Diamond Resorts joined Inside California Politics this week as campaigns for the state’s highest office.
Press Releases
LOS ANGELES, October 28, 2025 – California Democratic gubernatorial candidate and business leader Stephen J. Cloobeck today unveiled the latest additions to his growing policy
Los Angeles, CA – Today, California gubernatorial candidate Stephen J. Cloobeck released a new ad titled “Taxin’ Antonio”, focusing squarely on the sharp contrast between
Los Angeles, CA – Today, gubernatorial candidate Stephen J. Cloobeck unveiled his bold Affordability policy that outlines Simple Solutions that will help build a Better
Democrat Stephen J. Cloobeck Sues Sheriff Bianco for Illegal Campaign Activity
Los Angeles, CA – Today, Stephen J. Cloobeck announced he is suing Riverside Sheriff Chad Bianco for illegal campaign activity and released an ad describing


