Insurance is having its Stripe moment. AI is the reason.

The article examines why the U.S. insurance industry is struggling to turn its growing data into timely decisions—an “execution gap” that affects premiums, claims, and customer churn. It cites NAIC figures showing insurers collected about $1.1 trillion in 2025 property and casualty premiums and $1.5 trillion in life and annuity direct written premiums. Despite the scale, many companies still rely on manual workflows and make decisions months after key signals emerge. While executives pursue AI, the piece argues that many pilots fail because teams lack clarity on what AI should do and how to address security, privacy, and infrastructure concerns. It highlights EnrollHere, which positions AI as an ingestion layer within a unified system-of-record for distribution, connecting marketing, call-center operations, compliance, policy lifecycle, commissions, and payments.