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Insurance Policy Insights


Liability Without Control: How Risk Flows Through the Modern Tech Stack
Downtime Isn’t Always Your Fault - But It’s Always Your Problem. In a world of tech interdependencies, one gap or flaw can sink your company. The same is true for insurance.

Steven Barge-Siever, Esq.
Jun 154 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 47 min read


The 2025 Guide to GPL Insurance: How General Partners Can Finally Close the Coverage Gap
This guide breaks down GPL insurance - what it is, what it covers, and why 2025 demands a smarter, tech-enabled approach.

Steven Barge-Siever, Esq.
Jun 15 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 298 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 244 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 245 min read


Series A Fintech Insurance Playbook
What Fintech Startups Get Wrong About Series A Insurance (And How to Fix It) When fintech startups hit Series A, everything changes -...

Steven Barge-Siever, Esq.
May 232 min read


Your Pitch Deck Was Reviewed by VCs. Then by the SEC and DOJ.
Startup D&O and SEC Risk: When Pitch Deck Claims Become Liability

Steven Barge-Siever, Esq.
May 236 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 216 min read


In Real Life Litigation: Dual Fiduciary Duty and the D&O Risk for VCs
In the world of venture-backed startups, failures aren’t rare. But what happened to Get Together Inc. (operating as IRL) wasn’t a typical collapse. It was a collision of founder misconduct, investor pressure, board-level control, and regulatory scrutiny - all of which converged into one of the most high-stakes D&O cases in recent memory.

Steven Barge-Siever, Esq.
May 176 min read


Lender Liability, Tech E&O, and the Converging Risk Landscape of Modern Lending Platforms
The financial services industry is undergoing a transformation. Human-led lending processes are being replaced (or augmented) by software, automation, and artificial intelligence. With that change comes a growing wave of legal exposure that most companies aren't insured for, and many barely understand.

Steven Barge-Siever, Esq.
May 135 min read


AllDigital Nonrenews California Risks
If you’re a tech company with fewer than 250 employees, there’s a good chance AllDigital is on your insurance program.
And if you’re in California, they probably will not be next year.

Steven Barge-Siever, Esq.
May 94 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 84 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 14 min read


Three Critical LenderTech Insurance Gaps
LenderTech companies face technical insurance gaps that can leave them exposed - from lender liability exclusions to capped regulatory coverage. Learn how to spot and fix these critical risks.

Steven Barge-Siever, Esq.
Apr 263 min read


Modern Portfolio Fund Insurance Strategy
Private equity and venture capital firms managing five or more companies can unlock major savings, reduce hidden risks, and bring order to chaos with a structured portfolio insurance strategy. URM and Undr AI make it finally possible - without the admin burden.

Steven Barge-Siever, Esq.
Apr 133 min read
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