# CYPRESS PROPERTY & CASUALTY

> Specialty property insurance for catastrophe\-exposed markets in Florida and Texas

## At a glance

| Field | Value |
| --- | --- |
| Type | Carrier |
| Region | NA |
| Headquarters | Jacksonville, Florida |
| Founded | 1999 |
| Stage | Established |
| Employees | 51-200 |

## Overview

Cypress Property & Casualty Insurance Company is an independent-agent-distributed specialty property carrier domiciled in Florida, writing homeowners, condominium, renters, and small commercial property coverage in Florida and Texas. Founded in 1999 and headquartered in Jacksonville, the carrier concentrates on catastrophe-exposed coastal and high-risk property segments where standard carriers have pulled back, particularly within Florida's challenging residential insurance market.

On the technology side, Cypress P&C integrated Akur8's machine-learning pricing platform across personal and commercial lines in April 2026 and uses CAPE Analytics' AI-powered geospatial property intelligence for risk assessment at the property level. Policyholders and agents interact through an online portal, an agent portal, and a live chat channel, with digital FNOL also available.

The company holds a Demotech Financial Stability Rating of A (Exceptional), affirmed December 2025, and reported total assets of USD 209.31M with direct written premium of USD 41.32M for the same period. Milestone Partners acquired a majority stake in the parent Cypress Group in 2021; an investor group led by Joe King, Enda McDonnell, and Adrian Ryan had purchased the carrier in 2014.

## Links

- Website: <https://www.cypressig.com>
- Directory profile: <https://insurtechlist.com/companies/cypress-property-casualty/>
- About: <https://www.cypressig.com/about-cypress/>
- Policy portals: <https://www.cypressig.com/policy-portals/>
- News & insights: <https://www.cypressig.com/news-insights/>
- Products & policies: <https://www.cypressig.com/policies-products/>

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*Last updated: 2026\-05\-17*