Show Notes
How can insurance save a company from bankruptcy? How does litigation funding work? Why did a lawsuit about a famous wrestler's sex tape become a warning to journalists everywhere about the power of Silicon Valley? Welcome to the Insurance vs History Podcast! In this episode, I talk about a case called Bollea v Gawker, which involved Hulk Hogan's sex tape, and Gawker, one of the first big online news organizations. It also involved tech mogul Peter Theil and a vendetta that resulted in Gawker's demise. This is the story of how insurance could have saved Gawker, but didn't—and the very real issues brought up by the trial, namely, the issue of litigation funding, bad deposition preparation, hubris, the rising power of Silicon Valley, and how much privacy public figures are entitled to today. What's covered by insurance? Where did Gawker go wrong regarding insurance coverage? What does their bankruptcy mean for journalism today? Join me to find out! Selected Sources and Links: 1. https://jacobin.com/2016/08/gawker-peter-thiel-bollea-torts-lawsuit/ 2. https://www.nytimes.com/2016/03/18/business/media/hulk-hogan-v-gawker-a-guide-to-the-trial-for-the-perplexed.html 3. https://lawandcrime.com/high-profile/might-an-anti-gawker-benefactor-be-covering-hulk-hogans-legal-bills/ 4. https://www.nbcnews.com/business/business-news/peter-thiel-vs-gawker-case-highlights-world-litigation-funding-n581726 5. https://www.forbes.com/sites/mattdrange/2018/01/05/five-things-i-learned-after-meeting-donald-trumps-new-lawyer/ 6. https://www.newsweek.com/charles-harder-gawker-melania-trump-roger-ailes-people-magazine-509926 7. https://www.salon.com/2023/03/27/what-does-peter-thiel-want-hes-building-the-right-wing-future-piece-by-piece/ 8. https://variety.com/2018/digital/news/gawker-acquired-bustle-bryan-goldberg-1202871999/ 9. https://www.newyorker.com/magazine/2016/12/19/gawkers-demise-and-the-trump-era-threat-to-the-first-amendment 10. https://finance.yahoo.com/news/thiel-founders-fund-withdrew-millions-005223787.html?guccounter=1 11. https://www.irmi.com/articles/expert-commentary/when-does-liability-coverage-exist-for-mental-anguish-without-bodily-injury 12. "Hulk Hogan and the Demise of Gawker Media: wrestling with the problems of celebrity voyeurism, newsworthiness, and tabloidization, Andrew K Antoniou and Dimitris Akrivos, Journal of Media Law 2016, Volume 8, No. 2, 153-172 13. "Eat Your Vitamins and Say Your Prayers: Bollea v Gawker, Revenge Litigation Funding, and the Fate of the Fourth Estate" Nicole K. Chipi, University of Miami Law Review, Vol 72: 269 14. The Gawker Stalker, Jason Zengerle, GQ, Vol 86, Issue 12 15. The Evolution of Mr. Theil, The Economist, Vol 419, Issue 8992 16. Vigilante Justice: The Implications of Revenge Suits for Third-Party Litigation Funding, Ann-Marie Elvin, The Georgetown Journal of Legal Ethics, Vol 30:719 17. "Sex, Videos, and Insurance: How Gawker Could Have Avoided Financial Responsibility For the $140 Million Hulk Hogan Sex Tape Verdict" Christopher C. French, Southern California Law Review, 6.20.16 Sources with Paywall: 1. https://www.law360.com/articles/562091/gawker-not-covered-for-hogan-sex-tape-row-insurer-says 2. Bringing Down a Media Empire - The New York Times (nytimes.com) Books: 1. Conspiracy: Peter Thiel, Hulk Hogan, Gawker, and the Anatomy of Intrigue: Holiday, Ryan: 9780735217645: Amazon.com: Books 2. Traffic: Genius, Rivalry, and Delusion in the Billion-Dollar Race to Go Viral: Smith, Ben: 9780593299753: Amazon.com: Books Music Credits: · Boulangerie by Jeremy Sherman, courtesy of NeoSounds: Boulangerie, LynneMusic | NeoSounds music library Contact Me: Website: https://insurancevshistory.libsyn.com Contact me! Email: [email protected] Twitter: @insurancevshist Instagram: @ insurancevshistory Facebook: Insurance vs History | Facebook
More from Insurance Vs History
Ever wondered how insurance intersects with slavery in America? My latest episode of Insurance vs History dives into the world of life insurance and American slavery. I'll reveal how life insurance on enslaved people helped historians and genealogists uncover stories that few textbooks ever mention. From lost documents to innovative legislation, we'll explore the surprising ways insurance records have brought new transparency to America's past.
Insurance Festivus: Real Grievances, 23 and Me Updates, and Tesla Turmoil Happy Festivus—it's time to air all our insurance grievances! Featuring real listener comments, updates on the 23andMe bankruptcy (cyber insurers, anyone?), and the wild world of Tesla Insurance, this is a great way to close out the year. Selected References: https://apnews.com/article/whistleblower-china-surveillance-tech-silicon-valley-adbd0bcfbb0892bfcb85948acb3f515f https://www.reuters.com/legal/government/tesla-insurance-unit-sued-over-alleged-auto-coverage-underpayments-2025-11-05/ Hire me to speak at your meeting! I can talk about the topic of your choice, or I can talk about the history of insurance and why insurance matters. Reach out for booking info or just to connect at [email protected] Help keep independent podcasts going by contributing to my production costs: See my page at Buy Me a Coffee: Insurance vs History is Exploring all the ways Insurance changed History...or failed to. Website: www.insurancevshistory.com Email: [email protected] LinkedIn: www.linkedin.com/in/meredithbrasher Music Credits: Boulangerie by Jeremy Sherman, courtesy of NeoSounds: Boulangerie, LynneMusic | NeoSounds music library
Insurance CEO Pay: What's Fair, What's History, and What's Next? I started trying to answer one question: is Insurance CEO pay fair? and ended up with a massive project. In this episode, I dig into the history of executive pay, share eye-opening stats from AIG, and ask for your help with figuring out who gets paid what and how that's changed over time. Plus, submit your insurance grievance for inclusion in my holiday Festivus episode! Selected References: 1. https://www.insurancejournal.com/magazines/mag-features/2025/06/16/827459.htm 2. https://www.insurancebusinessmag.com/us/guides/insurance-ceo-salary-how-much-do-executives-of-the-top-insurers-earn-467192.aspx 3. https://consumerfed.org/press_release/insurance-ceos-get-27-salary-and-bonus-bump-while-consumers-see-premium-hikes-and-non-renewals/ 4. https://www.businessinsurance.com/gallery/highest-paid-insurance-executives-2025/ 5. https://www.spglobal.com/market-intelligence/en/news-insights/articles/2025/8/neuehealths-mikan-tops-insurtech-ceo-pay-list-in-2024-92202141 6. https://www.spglobal.com/market-intelligence/en/news-insights/articles/2025/8/arch-capitals-papadopoulo-tops-pc-insurer-ceo-pay-list-in-2024-92167011
Is Your DNA Safe? Inside 23andMe's Bankruptcy and Insurance Challenges What happens when a company owns your DNA data—and then goes bankrupt? In this episode, I dive into the complicated story of 23andMe, exploring its insurance challenges, genetic data risks, privacy concerns, and the ongoing impact for consumers in today's health and insurance landscape. If you have data with 23andMe or any other consumer focused genetic data company, I strongly suggest you listen. Selected References: https://www.inc.com/magazine/201510/jeff-bercovici/the-dna-whisperer.html 23andMe, Antonio Regalado, MIT Technology Review, Volume 119, No. 4 https://www.fastcompany.com/3052283/how-ceo-anne-wojcicki-turned-23andme-around-after-falling-out-with-the- https://restructuring.ra.kroll.com/23andMe/ (Bankruptcy Documents) Hire me to speak at your meeting! I can talk about the topic of your choice, or I can talk about the history of insurance and why insurance matters. Reach out for booking info or just to connect at [email protected] Help keep independent podcasts going by contributing to my production costs: See my page at Buy Me a Coffee: Insurance vs History is Exploring all the ways Insurance changed History...or failed to. Music Credits: Boulangerie by Jeremy Sherman, courtesy of NeoSounds: Boulangerie, LynneMusic | NeoSounds music library Email: [email protected] LinkedIn: www.linkedin.com/in/meredithbrasher
Tesla's Insurance Gamble: Why Cheaper Isn't Always Better (& What History Teaches Us) Why would Tesla get into the insurance business, and is it really a new idea? In this episode, I explore Tesla's foray into insurance, the bumps they've hit along the way, and why history shows automakers rarely succeed with insurance. Selected References: 1. https://www.propertycasualty360.com/2025/10/06/tesla-insurance-in-trouble-for-claims-mishandling/?kw=Tesla%20insurance%20in%20trouble%20for%20claims%20mishandling&utm_source=email&utm_medium=enl&utm_campaign=newsroomupdate&utm_content=20251006&utm_term=pc360&oly_enc_id&user_id=29a99e396b51ff1e37567d2fe2ef4b2d7540d4c206a60ee86a83e02abf0199f8 2. https://www.insurance.ca.gov/0400-news/0100-press-releases/2025/release064-2025.cfm 3. https://www.reuters.com/investigates/special-report/tesla-insurance/ 4. https://www.insurancebusinessmag.com/us/news/auto-motor/why-has-tesla-insurance-fallen-short-for-some-customers-471754.aspx 5. https://www.insurancethoughtleadership.com/six-things-commentary/why-tesla-insurance-will-flop Hire me to speak at your meeting! I can talk about the topic of your choice, or I can talk about the history of insurance and why insurance matters. Reach out for booking info or just to connect at [email protected] Help keep independent podcasts going by contributing to my production costs: See my page at Buy Me a Coffee: Insurance vs History is Exploring all the ways Insurance changed History...or failed to. Music Credits: Boulangerie by Jeremy Sherman, courtesy of NeoSounds: Boulangerie, LynneMusic | NeoSounds music library Email: [email protected] LinkedIn: www.linkedin.com/in/meredithbrasher