property-insurance

(11)
Legend
Steve Weinstein Is Building a Florida Insurer With Bermuda in Its Roots
Founder · Executive · Operator

Steve Weinstein Is Building a Florida Insurer With Bermuda in Its Roots

After three decades studying catastrophe risk from boardrooms in New York and Bermuda, Steve Weinstein chose Florida for his founder’s bet. Mangrove’s strategy is equal parts underwriting discipline, global reinsurance and a stubborn belief that difficult markets can still reward patient builders.

steve-weinstein · mangrove-property-insuranceRead →
Company
The 50-Year-Old Warranty Program Selling Alberta Builders Something Pricier Than Insurance: Trust
Consumer · Enterprise · Education

The 50-Year-Old Warranty Program Selling Alberta Builders Something Pricier Than Insurance: Trust

A voluntary builder pact became part insurer, part referee and part trade school. Its most useful product may be the feedback loop that catches expensive construction problems before they multiply.

new-home-warranty · home-warranty-insuranceRead →
Company
Mangrove Bet Its Own Money on Florida - Then Built a $111 Million Storm Shield
Fintech · Consumer · Climate

Mangrove Bet Its Own Money on Florida - Then Built a $111 Million Storm Shield

Florida home insurance has punished tourists, homeowners and insurers alike. Mangrove's answer is a selective book of business, local agents and layers of capital built to survive the weather rather than wish it away.

florida-homeowners-insurance · property-insuranceRead →
Company
People's Trust Insurance Company
Fintech · Consumer · Enterprise

People's Trust Insurance Company

Most insurers pay a claim and wave goodbye. People's Trust built its own construction company so it could show up with trucks instead.

homeowners-insurance · florida-insuranceRead →
Legend
Rachel Carr
Executive · Operator

Rachel Carr

At Slide, Rachel Carr translates a technical, catastrophe-exposed business into a brand homeowners, agents and public-market investors can understand. Her career traces a practical path from ESPN and Cigna to two public-company journeys in Tampa.

rachel-carr · slide-insuranceRead →
Company
Slide
Fintech · Ai · Consumer

Slide

Slide became one of Florida's largest home insurers by doing the unfashionable work of pricing hurricane risk - then pairing old-school agents with a very modern data engine.

slide-insurance · homeowners-insuranceRead →
Legend
Kevin Reilley
Executive · Operator · Advisor

Kevin Reilley

Kevin Reilley is the CEO of Westhill, an Atlanta-based insurtech company building the first end-to-end digital managed repair platform that connects insurance carriers, homeowners, and vetted contractors. He took the top job in October 2020 after eight years helping scale HOVER, the property data platform, as CEO and Executive Vice President. Across more than three decades he has led or helped build technology companies including Pictometry (now EagleView), CPA Global, LegaLink, Vaultus, and LexisNexis. He now also sits on the advisory board of QuantivRisk, an auto-liability analytics startup.

kevin-reilley · westhillRead →
Company
Eventual
Climate · Fintech · Ai

Eventual

Eventual is a New York-based climate fintech that helps American property owners escape the whiplash of rising home insurance costs. Its flagship product, the Premium Lock Guarantee, uses AI models trained on data from 20 million homes and 150,000 commercial properties to forecast how a property's insurance premiums will move over the next several years - and reimburses homeowners when their bills climb past that forecast. Sold through a network of more than 1,000 independent insurance agents and available in all 50 states, Eventual turns unpredictable, climate-driven premium spikes into a fixed, multi-year expectation. The company raised a $7.5 million seed round in July 2025 led by AlleyCorp and Upfront Ventures.

eventual · climate-fintechRead →
Company
Geolava
Ai · Saas · Enterprise

Geolava

Geolava is a San Francisco startup building a world model for the built world - a spatial intelligence layer that fuses satellite, LiDAR, aerial, street-level and government data into a foundation model you can query in plain language. It lets real estate owners, investors, lenders, insurers and operators analyze, underwrite, monitor and forecast physical assets, turning slow, manual property surveying into predictive property intelligence.

geospatial · spatial-intelligenceRead →
Legend
Dan Preston
Founder · Executive · Operator

Dan Preston

Dan Preston is the co-founder and CEO of Stand Insurance, a San Francisco-based insurtech company using physics-driven AI and digital property twins to insure climate-impacted homes in wildfire and hurricane zones. A Stanford-trained computer scientist, Preston previously led Metromile as CEO from 2014 to 2022, guiding it through a SPAC IPO on NASDAQ and eventual acquisition by Lemonade. At Stand, he has raised $65 million across two rounds and grown the company to over $1 billion in insured value within its first year, with expansion into Florida's catastrophe market. His vision: insurance as an active driver of community resilience, not just a financial safety net.

insurtech · climate-insuranceRead →
Legend
Hemant Shah
Founder · Executive · Operator

Hemant Shah

Hemant Shah is a serial entrepreneur and catastrophe risk pioneer who co-founded Risk Management Solutions (RMS) in 1989 as a Stanford grad student and built it into a $300M+ global leader in catastrophe modeling over nearly 30 years. He then co-founded Archipelago in 2018, an AI-powered commercial property risk data platform that now manages over $12 trillion in insured properties and has raised $72M+ in venture funding. Shah transitioned to Executive Chairman of Archipelago in July 2023 and in 2025 joined FortressFire as Vice Chairman, continuing his mission to bring data intelligence to the most consequential risks facing the built environment.

insurtech · proptechRead →