Top Headlines from May 25–31, 2026
Subscribe on LinkedInThimble launched a ChatGPT integration that allows brokers, agencies, and embedded insurance partners to generate real-time commercial insurance quotes, compare coverage options, and streamline underwriting workflows directly within ChatGPT.
Pace, a New York-based AI company for insurance, raised a $46 million Series B co-led by Thrive Capital and Sequoia Capital. The company builds AI agents that can navigate internal apps, reason across documents, and make phone calls to automate work traditionally handled by business process outsourcers.
Source: Business Wire • Pace
Hippo announced it is scaling Hannah, its AI-powered service representative. In 2026, Hannah has handled more than 28,000 service calls, replacing IVR menus with a conversational AI concierge that greets customers, authenticates them, answers questions, and transfers them to licensed agents when needed.
Source: PR Newswire • Hippo
FutureProof launched an AI-powered E&S program with Bridge Specialty Group targeting condo and renters policies in catastrophe-exposed Southeast markets. The program is designed to deliver instant quotes for hurricane- and flood-exposed properties in states including Florida and Texas.
Source: Yahoo Finance / Business Wire syndication • FutureProof
Pearl launched Pearl RCM, a dental revenue cycle management platform that combines insurance verification, imaging quality checks, clinical documentation, and claim preparation into a single workflow designed to improve claim outcomes and reduce reimbursement delays.
Benefitbay raised $18 million in Series A funding led by Ten Coves Capital. The company offers a broker-first ICHRA administration platform supporting plan comparison, enrollment, compliance, payroll integration, payments, carrier connectivity, and employee education.
Source: EIN Presswire • Benefitbay
CAMICO partnered with Pibit.AI to streamline underwriting using automation to improve document intake and underwriting workflows. The move reinforces the broader trend of insurance work shifting deeper into operational systems and live decision processes.
