
Stephen J. Cloobeck
2026 Democratic candidate for governor of California, founder and former CEO of Diamond Resorts International. He is an investor in the publicly held microcap and online gaming company Play Studios.
Top 5 podcasts with Stephen J. Cloobeck
Ranked by the Snipd community

5 snips
Nov 4, 2025 • 1h 32min
2026 Starts NOW: California Governor Candidate Debate Between Steve Hilton and Stephen Cloobeck
Join Stephen Cloobeck, a self-made hospitality billionaire and Democratic candidate, and Steve Hilton, a British-born businessman and Republican contender, as they engage in a groundbreaking debate about California's future. They tackle pressing issues like the economy and education, compare energy strategies, and propose reforms for insurance and transportation. Their candid dialogue reveals innovative ideas and their unique approaches to crime policy and immigration, offering a fresh perspective on governance in the Golden State.

Nov 7, 2025 • 32min
Episode 500: From Broke to Billionaire: Stephen Cloobeck’s $3.3B Mindset
Stephen Cloobeck, founder and former CEO of Diamond Resorts, shares his journey from financial struggles to selling his company for $3.3 billion. He emphasizes the value of mentorship over traditional education and reveals his $63 million philanthropic efforts. Cloobeck discusses priorities in business, like treating employees as family and focusing on customer experiences. He also shares insights on leadership challenges and his political motivations, calling for accountability and civic engagement.

Jul 1, 2025 • 14min
ICYMI: Fixing the Golden State
Stephen J. Cloobeck, a Democratic candidate for California governor in 2026 and former CEO of Diamond Resorts, dives into the pressing challenges facing the state. He discusses the intricate balance between regulatory measures and affordable housing amid a crisis, highlighting the need for legislative reform. Cloobeck critiques current solutions as temporary and emphasizes preparing the workforce for future demands. He also shares insights on navigating political relationships and the urgency for change in a state he deems 'broken'.

Jun 11, 2025 • 57min
"That Is The LAW!" LA Riots Over Deportations | With Dr Phil
Dr. Phil, a prominent host on Merit TV, shares his insights on the recent LA protests against deportations, emphasizing the complexities of immigration law. Stephen Cloobeck, a gubernatorial candidate, addresses the political fallout, while Sheriff Chad Bianco discusses law enforcement's role. Kaizen Asiedu, active at the protests, provides a grassroots perspective on the unfolding chaos. Together, they navigate the ethical dilemmas of immigration, the militarization amidst civil unrest, and the urgent need for compassionate governance in these turbulent times.

May 21, 2025 • 1h 28min
Meet The Democratic "Donald Trump" Running For Governor Of California
Stephen Cloobeck, a businessman and Democratic candidate for California governor, shares his non-traditional approach to campaigning. He sharply criticizes the current political landscape, calling out the tone-deafness of high-profile campaigns. Cloobeck envisions reform with a new department focused on government accountability and presents solutions for California's homelessness crisis. He discusses the need for the Democratic Party to learn from Donald Trump's strategies and reflects on his experiences in the timeshare industry, highlighting his commitment to ethical business practices.


