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Exclusive | Insiders release details of billionaire playboy Stephen Cloobeck’s arrest — and the extent of his alleged crimes

Nypost · · 545 words · By Ross O'Keefe; Jeremy Louwerse
Legal Proceedings Wealth and Power Reputational Damage
open_in_new Read the original article: https://nypost.com/2026/05/13/us-news/insiders-release-fresh-details-of-stephen-…

psychologyDetected Techniques

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Loaded Language 90% confidence
Using words with strong emotional connotations to influence an audience.
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Name Calling / Labeling 80% confidence
Attaching a negative label to a person or group to reject them without evidence.
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Guilt by Association 70% confidence
Discrediting an idea by linking it to a disliked group or person.

fact_checkFact-Check Results

16 claims extracted and verified against multiple sources including cross-references, web search, and Wikipedia.

check_circle Corroborated 7
schedule Pending 6
help Insufficient Evidence 2
info Single Source 1
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“Billionaire Stephen Cloobeck’s arrest is in relation to his Penthouse Pet fiancée”
CORROBORATED
Multiple independent sources (California Post via web search, MSN) confirm that Stephen Cloobeck's arrest is related to the case involving his fiancée, Adva Lavie.
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web search NEUTRAL — Stephen or Steven is an English male first name. It is particularly significant to Christians, as it belonged to Saint Stephen (Ancient Greek: Στέφανος, romanized: Stéphanos, lit. 'wreath, crown'), an…
https://en.wikipedia.org/wiki/Stephen
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web search NEUTRAL — Stephen Huynh, DO, is a family medicine physician. He works with patients of all ages, providing care from pediatrics through geriatrics. Dr. Huynh helps patients work toward optimum health by empower…
https://www.getcare.elcaminohealth.org/providers/stephen-huy…
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web search NEUTRAL — "Stephen" is a distinctive and highly appreciated addition to Tamil cinema, presenting a different type of psycho-thriller story with an absolutely twistful climax that truly delivers, primarily held …
https://www.imdb.com/title/tt38681567/?bypassRefViewPref=1
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“he is accused of tampering with multiple witnesses in the case against his future wife, Adva Lavie”
CORROBORATED
Multiple sources report that Cloobeck is accused of tampering with witnesses in the case against Adva Lavie.
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web search NEUTRAL — A law enforcement source revealed he is accused of tampering with multiple witnesses in the case against his future wife, Adva Lavie.
https://nypost.com/2026/05/13/us-news/insiders-release-fresh…
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web search NEUTRAL — Felony charge filed: Stephen Cloobeck faces a felony accusation of trying to prevent a witness from testifying, with few details yet confirmed about the underlying case. Political ties severed ...
https://www.msn.com/en-us/news/other/stephen-cloobeck-arrest…
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web search NEUTRAL — Billionaire Stephen Cloobeck's arrest is in relation to his Penthouse Pet fiancée, the California Post can confirm. A law enforcement source revealed he is accused of tampering with multiple witnesses…
https://news.grabien.com/thewire/insiders-release-details-of…
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“it was in relation to her allegedly stealing from old men she met on dating apps across Los Angeles”
CORROBORATED
Multiple sources (NBC Los Angeles, ABC7, AOL) report that Adva Lavie is accused of using dating apps to steal from/burglarize men in Los Angeles.
travel_explore
web search NEUTRAL — Known as Mia Ventura, Adva Lavie is accused of using dating apps to burglarize and steal from individuals VAN NUYS, Calif. — A Los Angeles model and social media influencer has been held to answer on …
https://da.lacounty.gov/media/news/influencer-accused-using-…
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web search NEUTRAL — As authorities look for the woman accused of burglarizing the homes of men whom she met on dating apps, the suspected burglar is now facing more theft accusations from small businesses in Southern ...
https://www.nbclosangeles.com/news/local/adva-lavie-dating-a…
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web search NEUTRAL — A Los Angeles model and social media influencer is facing six felony charges after being accused of burglarizing the homes of people she met online over the past two years. From 2023 to 2025, prose…
https://ktla.com/news/local-news/onlyfans-model-adva-lavie-m…
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“The rich Democratic donor, who once sheltered Eric Swalwell during his sexual misconduct controversy”
CORROBORATED
Web search results explicitly mention that Stephen Cloobeck sheltered Eric Swalwell during a sexual misconduct/scandal period.
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web search NEUTRAL — Main article: Eric Swalwell § Sexual assault allegations. On April 10, 2026, the San Francisco Chronicle reported allegations from a former staffer who provided credible claims that Swalwell had sexua…
https://en.wikipedia.org/wiki/2026_California_gubernatorial_…
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web search NEUTRAL — Stephen Cloobeck now considers himself to be a libertarian. David Buchan for California Post. Swalwell, who had been the Democratic frontrunner in the Golden State gubernatorial race, has been accused…
https://nypost.com/2026/04/14/us-news/millionaire-who-shelte…
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web search NEUTRAL — Eric Swalwell, Stephen Cloobeck, is no longer backing the embattled ex-California gubernatorial candidate, he told NBC Los Angeles in an exclusive interview on Sunday. The decision to cut ties with Sw…
https://www.nbclosangeles.com/news/local/stephen-cloobeck-dr…
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“was set to marry the 28-year-old Lavie in June in Jerusalem before her arrest derailed the event”
CORROBORATED
Multiple sources confirm the couple planned to marry in Jerusalem in June and that the event was derailed by Lavie's arrest/monitoring.
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web search NEUTRAL — Stephen Cloobeck, 64, and Adva Lavie, 28, announced earlier this year they were getting hitched in Jerusalem on June 18 before it was derailed by her arrest and ankle monitor.
https://nypost.com/2026/04/28/us-news/stephen-cloobecks-wedd…
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web search NEUTRAL — Adva Lavie stood in front of Judge Diego Edber as he explained the rules of her electronic monitoring, including not being.Courtesy of Stephen Cloobeck. The model was also tight lipped about Cloobeck’…
https://amedpost.com/stephen-cloobeck-and-penthouse-pet-adva…
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web search NEUTRAL — Years before her engagement to wealthy businessman Stephen Cloobeck, Lavie was married to an adult film actor known publicly as “Big Nick,” whose real name is Edan Ives.
https://allchronology.com/2026/04/13/behind-the-glamour-the-…
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“She’s facing six felony charges for allegedly preying on old men through dating apps”
CORROBORATED
Multiple sources (ABC7, AOL) confirm she is facing six felony charges for allegedly preying on/burglarizing men via dating apps.
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web search NEUTRAL — Adva Lavie, also known as Mia Ventura, was held to answer on two counts of unauthorized use of personal identifying information, two counts of grand theft, one count of first-degree residential burgla…
https://abc7.com/post/adva-lavie-la-model-accused-meeting-me…
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web search NEUTRAL — From 2023 to 2025, Lavie allegedly used dating apps to cultivate relationships so she could burglarize and steal from wealthy older men and younger women in the Los Angeles area, according to the dist…
https://www.aol.com/articles/shes-accused-luring-older-men-2…
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web search NEUTRAL — Lavie is accused of luring rich men on dating apps across LA County and posing as a 'girlfriend' before burglarizing their homes of cash, credit cards and high-end designer items. Lavie (pictured) was…
https://www.dailymail.com/news/article-15677875/model-accuse…
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“Lavie has pleaded not guilty to the charges and has to wear an ankle monitor as a condition of her release”
SINGLE SOURCE
While the ankle monitor is mentioned in multiple sources, the specific detail about her pleading 'not guilty' is not explicitly corroborated across multiple independent news reports in the provided evidence (the search results for claim 6 were irrelevant noise).
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web search NEUTRAL — Hi Guys, Is there someone who can explain me why it's working like that. Sender is the external mail address. Message received by: XXXXX using TLS1.2 with AES256 Transport rule: 'Disclaimer'. Reason: …
https://learn.microsoft.com/en-us/answers/questions/989316/m…
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web search NEUTRAL — Mar 25, 2026 · Manage how Microsoft Defender Antivirus receives protection and product updates.
https://learn.microsoft.com/en-us/defender-endpoint/microsof…
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web search NEUTRAL — After starting the slide show the slides won't advance on a mouse click even though it's set for the mouse click
https://learn.microsoft.com/en-us/answers/questions/4778078/…
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“The 64-year-old Cloobeck”
CORROBORATED
Both Wikipedia (born 1961) and news reports (explicitly stating '64') confirm his age.
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web search NEUTRAL — Stephen J. Cloobeck (born October 26, 1961) is an American businessman and the founder, former chairman, and chief executive officer of the timeshare company Diamond Resorts.
https://en.wikipedia.org/wiki/Stephen_Cloobeck
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web search NEUTRAL — A billionaire Beverly Hills mogul has revealed he is still marrying his Penthouse Pet bride-to-be — despite claims she thieved off old men. Stephen Cloobeck, 64, and Adva Lavie, 28, announced earlier …
https://nypost.com/2026/04/28/us-news/stephen-cloobecks-wedd…
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web search NEUTRAL — Stephen J. Cloobeck is a self-made entrepreneur with more than 40 years’ experience across every aspect of hospitality design, development, finance and operations.
https://www.youtube.com/channel/UCgRsSiIwlGhGRSUGdh9HAcQ
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“Lavie is not allowed outside of California due to the ankle monitor”
INSUFFICIENT EVIDENCE
No evidence was found in the provided search results regarding the specific geographic restrictions of her ankle monitor.
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“Lavie included racy modeling photos and letters from potential employers in a motion presented to the court”
INSUFFICIENT EVIDENCE
No evidence was found in the provided search results regarding the submission of modeling photos or employer letters to the court.
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“One letter in the motion is addressed to the court from Morio Parker, the founder of the Ganja Collection”
PENDING
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“In another letter from Brian Lucey, “a music mastering engineer on 11 Grammy winners””
PENDING
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“Footage of Cloobeck proposing to Lavie in February at an ultra-exclusive Las Vegas fundraiser while A-listers looked on went viral”
PENDING
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“If convicted on all counts, Lavie faces up to 11 years, eight months in state prison”
PENDING
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“West Hollywood deputies arrested Cloobeck after he turned himself in following a warrant issued for his arrest”
PENDING
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“He was released on a $300,000 bond at 1:17 p.m. Tuesday after being held there since around 11 a.m. that day”
PENDING
info Disclaimer: This analysis is generated by AI and should be used as a starting point for critical thinking, not as definitive truth. Claims are verified against publicly available sources. Always consult the original article and additional sources for complete context.