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AI Insurance Insights
Insurance requirements, recommendations and insights specific to AI companies.
Do AI Hallucinations Create Legal Liability? A Tech E&O Insurance Perspective
When AI hallucinates, who’s liable? Learn how insurance - Tech E&O, Cyber, and Media Liability - respond to LLM output errors, and whether you're truly covered.
Steven Barge-Siever, Esq.
Jul 31, 20253 min read
Guide to Insurance for AI Startups (2025)
What insurance do AI startups need? Learn how to protect your board, meet enterprise requirements, and avoid costly E&O and Cyber coverage gaps.
Steven Barge-Siever, Esq.
Jul 31, 20255 min read
"DoNotPay" - FTC Litigation Against AI Litigation tools.
When the FTC fined DoNotPay for claiming its AI could replace a lawyer, it sent a clear message: AI can process, but it can’t practice. This article unpacks what that means for legal tech, licensed professions, and the insurability of AI tools that cross the line from automation into unlicensed advice.
Steven Barge-Siever, Esq.
Jul 1, 20254 min read
Builder.ai: When AI Washing, Fraud Leads to Collapse - and D&O Insurance Doesn’t Catch You
Builder.ai’s collapse raises a critical question: will the D&O insurance respond - and for whom? This article breaks down the legal allegations, key exclusions, and what Side A, B, and C really mean when a unicorn implodes. Written by a broker-attorney, it shows how policy structure, severability, and fraud exclusions will shape the outcome - and what brokers should have negotiated before it all went wrong.
Steven Barge-Siever, Esq.
Jun 4, 20257 min read
Affirmative AI Insurance: Why It Matters, What It Covers, and What Boards Need to Know
Learn what affirmative AI insurance really covers, how it differs from silent policies, and what boards must know to avoid gaps in 2025.
Steven Barge-Siever, Esq.
May 29, 20258 min read
Board Liability in the Age of AI: A 2025 Guide to AI D&O Insurance
Board Liability in the Age of AI: A 2025 Guide to AI D&O Insurance. As artificial intelligence transforms how companies build, operate, and compete - one thing hasn’t changed: boards are still responsible when things go wrong.
Steven Barge-Siever, Esq.
May 24, 20254 min read
Affirmative AI Endorsements in Tech E&O Insurance
Affirmative AI Endorsements in Tech E&O Insurance - What They Are, Why They Matter and Why Silence Might Be Safer
Steven Barge-Siever, Esq.
May 24, 20255 min read
AI Washing: The Dirty Truth of AI Litigation
AI washing - it’s a legal and underwriting risk. As early-stage companies face lawsuits and SEC actions for misrepresenting AI capabilities, underwriters are adjusting how they evaluate “AI-first” risks. This article breaks down real enforcement cases, the line between puffery and fraud, and why insurance may not respond when the AI claim was never real.
Steven Barge-Siever, Esq.
May 21, 20256 min read
Interview with A Vampire: AI Litigation Example / Strategy from a Plaintiff Attorney
Learn how plaintiff attorneys are building cases against AI and fintech startups - and how founders can protect themselves from AI litigation with insurance.
Steven Barge-Siever, Esq.
May 17, 20256 min read
AI Litigation Risk: Artificial Intelligence Facing a World It Wasn’t Built For
What Mobley v. Workday reveals about product design, legal risk, and the urgent need for specific AI insurance coverage By Steven...
Steven Barge-Siever, Esq.
May 8, 20254 min read
The Real Value of AI Insurance Endorsements: Beyond the Buzzwords
Learn what AI insurance endorsements really cover - and what they don’t. Discover the risks fintech and tech companies face when AI makes a decision, and how to close coverage gaps before claims arise.
Steven Barge-Siever, Esq.
May 1, 20254 min read
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