Hippo is expanding its homeowners insurance coverage from **8 to 22 states** in the fourth quarter. The move follows a two-year period of strengthening underwriting practices, investing in technology, and diversifying its product offerings. The company aims to scale its profitable growth trajectory with this geographic expansion.

Aug 2026Morningstar, Inc.News article

Wingsail launches as a new insurance provider in Florida, leveraging AI-powered technology to streamline policy management and claims processing. The company joins a growing wave of tech-forward insurers targeting the state’s competitive market. Wingsail’s approach emphasizes automation and data-driven efficiency in underwriting and customer service.

May 2026https://www.wflx.comNews article

Florida Insurance Commissioner Mike Yaworsky introduces three new companies to the state’s property and casualty insurance market. The move expands competition in Florida’s insurance sector, which has faced challenges in recent years. No specific names or details about the insurers were disclosed in the announcement.

May 2026WFLANews article

Three new property insurance carriers have launched in Florida this spring, increasing the total to 20 new entrants since the state’s 2023 reforms ended assignment-of-benefit agreements and one-way attorney fees. The changes aim to stabilize the homeowners insurance market amid ongoing challenges. Florida’s condominium insurance market shows early signs of improvement following the regulatory adjustments.

May 2026Insurance JournalNews article