What's changed at Cypress Insurance

Every update we've tracked for Cypress Insurance, newest first. Each one links to the full note.

  1. As Isaias nears, about 4,900 wind policies are in the Panhandle

    OIR data for end of July 2026 showed about 4,900 Cypress wind policies. They had $2.2 billion of exposure in the ten Panhandle counties in Hurricane Isaias's path. It was a Category 3 at landfall October 9 to 10, 2026.

  2. Seeks 18.7% condo rate increase; OIR hearing April 3

    Cypress filed a use and file request for an 18.7% statewide increase on HO6 condo policies. It took effect September 9, 2023, for about 7,300 policyholders. A dwelling fire increase was filed in late February 2024.

  3. Citizens takeout approved for April 2023

    OIR consent order 305917-23-CO approved Cypress Property and Casualty to take policies from Citizens. This was in April 2023. No Cypress takeout approvals are listed for 2024 to 2026.

  4. Demotech keeps its A rating

    Demotech affirmed an A rating. It is for Cypress Property and Casualty. Demotech calls this grade Exceptional. It is a Financial Stability Rating. The firm is based in Jacksonville. It has served Florida since 1999.

  5. Enters Florida with 18,000 policies from the state pool

    Cypress was licensed December 27, 1998. It took about 18,000 home and dwelling fire policies. It was in January and March 1999. All came from the Florida Residential Property and Casualty Joint Underwriting Association.

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