On January 5, 2026, the federal U.S. District Court for the Southern District of New York upheld two discovery orders requiring OpenAI to produce a sample of 20 million de-identified user logs from ChatGPT as part of wide-ranging copyright litigation brought by news organizations and class plaintiffs. This decision offers important insights into how federal

After a decade of cloud migration and incremental modernization, the technology sector is approaching an inflection point. This year, 2026, is shaping up to be the year AI must move from pilots to production. The focus is shifting from more tools and bigger platforms toward autonomy, context, and embedded intelligence across the stack, from software

Happy New Year! 2025 was a busy year for the Insider authors—we published 271 posts throughout 2025. To kick-off 2026, in case you missed them last year, we are providing the articles from 2025 that were the most interesting to our readers across various categories.

We hope you enjoy them and look forward to another

While the disruptive potential of generative AI in legal services dominates headlines, the real story lies with the individuals making that transformation possible. For in-house legal teams and law firms facing rapid shifts in regulation and technology, upskilling has evolved from a competitive advantage into the foundation of any successful AI strategy.

Technology Isn’t the

On December 17, 2025, a bipartisan group of 23 Attorneys General from the states of Arizona, California, Colorado, Connecticut, Delaware, Hawai’i, Illinois, Maine, Maryland, Massachusetts, Minnesota, Nevada, New Jersey, New Mexico, North Carolina, Oregon, Rhode Island, Tennessee, Utah, Vermont, Washington, Wisconsin, and the  District of Columbia, sent a comment letter to the Federal Communications Commission

Artificial intelligence has dramatically broadened the capabilities of anyone looking to reverse-engineer public-facing products. What once took specialized skill, deep pockets, and many hours now requires little more than a curious mind and a powerful AI model. For companies built around valuable and confidential know-how, this shift has profound implications, especially for in-house counsel tasked

In an excellent blog post, “Avoiding AI Pitfalls in 2026: Lessons Learned from Top 2025 Incidents,” ISACA’s Mary Carmichael summarizes lessons learned from top incidents in 2025 using MIT’s AI Incident Database and risk domains. According to Carmichael, an analysis of the incidents showed recurring patterns across different risk domains, including privacy, security

I recently had the honor to be the guest speaker on Roger Williams University School of Law’s Law 401 podcast where we had a lively discussion about “Keeping Up with AI: Are Student Protections Falling Behind?

We dug into how schools are promoting students’ use of AI tools yet not necessarily educating students