Anthony R. O’Donnell // December 5, 2025 
(Alec Miloslavsky, CEO, EIS. Photo by author.)
When insurance executives talk about generative AI, Alec Miloslavsky, CEO, EIS (San Francisco) detects a familiar mix of enthusiasm and uncertainty. Leaders recognize the technology’s immense efficiency potential, yet many lack a coherent framework for how to approach it. The bigger concern, he suggests, is not whether AI will matter—but how to embrace it without becoming dependent on a rapidly consolidating technology industry whose business model favors “winner-take-most” economics.
“If I were sitting in an executive chair of an insurance company,” Miloslavsky explains, “I’d