CBS12 News recently aired a troubling report, 1 shared by FAPIA, asking whether artificial intelligence is unfairly denying hurricane insurance claims in Florida. It’s a fair question. The Florida legislature is properly asking questions. As technology races ahead, insurers are increasingly turning to AI to speed up claims, detect fraud, and streamline underwriting. Optimistically, this …
Insurance
Guest Post: Post-House Settlement Objection Liability

Earlier this year, the parties to the consolidated antitrust litigation involving college athletes name, image, and likeness rights (NIL) entered a settlement. The settlement is generally referred to as the “House Settlement.” In the time since the settlement, there have been further developments raising questions about the settlement. Among those…
Guest Post: Who is an “Officer”? It’s Time to Address This

D&O liability insurance policies protect “officers.” But who is an officer? This is a question that insurers and policyholders have struggled with for years. More recently, questions about various new corporate roles and titles have emerged. In the following guest post, John Orr, D&O Liability Product Leader for Willis’s Financial and Executive Risk…
Guest Post: California’s SB 53, AI, and D&O

In the following guest post, Sarah Abrams, Head of Claims Baleen Specialty, a division of Bowhead Specialty, takes a look at California’s recently enacted SB 53, state AI-related legislation concerning “large frontier developers,” and considers the legislation’s liability implications. I would like to thank Sarah for allowing me to publish her article…
Guest Post: The Future of Securities Litigation Defense

In the following guest post, Doug Greene, Partner at the BakerHostetler law firm and Chair of the firm’s Securities and Governance Litigation Team, takes a look at the growing problems with the defense of securities litigation, including skyrocketing defense costs, and proposes some solutions to these problems. A version of this article previously…
Guest Post: Is Claude the Next Napster?

Readers may be aware of Anthropic’s recent settlement of its high-profile AI copyright infringement case. The lawsuit and its settlement clearly involve important intellectual property issues. In the following guest post, Sarah Abrams, Head of Claims Baleen Specialty, a division of Bowhead Specialty, considers whether the lawsuit and its settlement may also point toward…
The Real Value of AI for In-House and External Counsel
When all the AI hype and AI promoters were insisting that AI would eliminate lawyers and law firms, I said no, over two years ago – I explained in this post here, in June of 2023, that instead the history of technical adoption in lawyering demonstrated the opposite. I did note as well, however,…
The 2025 Pillsbury Insurance Policyholder Summit
The annual Pillsbury Insurance Policyholder Summit is once again approaching!
Taking place on October 28, this signature event will occur simultaneously in our New York, Houston and San Francisco offices, with live collaboration between locations.
The Summit brings together industry leaders and risk management professionals to explore today’s most pressing insurance challenges and opportunities. This year’s…
Guest Post: Crypto Treasury Companies – Been There, Done That?

The rise of crypto currencies in recent years may be one of the more noteworthy financial developments of our time. Now, A growing number of companies are raising funds in the capital markets for the express purpose of accumulating cryptocurrencies as treasury assets. In the following guest post, Suresh Ellawala, Client Relationship Director at Price Forbes, takes a look…
Guest Post: H-1B Visa D&O Problem?

On September 19, 2025, the White House issued an Executive Order entitled “Restriction on Entry of Nonimmigrant Workers” (here), which placed new restrictions, costs, and conditions on H-1B visas. In the following guest post, Sarah Abrams, Head of Claims Baleen Specialty, a division of Bowhead Specialty, takes a look at the new…