Stock photo for illustration purposes only.
Coastal property owners have watched insurance costs soar 40% over the past three years, but a Florida-based insurer thinks artificial intelligence could change the game entirely. Lilypad Insurance just brought in a machine learning expert to rebuild how companies assess hurricane and flood risks from the ground up.
The Tech-First Approach to Storm Coverage
Rajiv Matta joins Lilypad as chief innovation officer with two decades of experience at major carriers like Assurant. He holds multiple patents in machine learning applications. His mission? Use AI to make coastal insurance more precise and potentially more affordable.
Traditional insurers rely on historical data and broad risk categories when pricing coastal properties. That’s like using a road map from 1995 to navigate today’s traffic patterns. Matta’s approach centers on real-time data processing and predictive modeling that can analyze everything from micro-climate patterns to individual building materials.
Make Sure You’re Not Overpaying
Advertiser Disclosure
RoadBuddy is a free resource that helps drivers compare auto insurance options.
We may receive compensation from some insurance companies and partners when you click on links or request a quote through our site. This may affect where offers appear, but it does not influence our reviews, guidance, or editorial decisions.
Our content is researched and written independently to give you clear and unbiased information.
By using RoadBuddy, you acknowledge and accept this disclosure. Learn more.

What This Means for Coastal Homeowners
You’re probably wondering if this tech revolution will actually help your premiums. The short answer: it depends on your specific risk profile.
AI-driven pricing could reward homeowners who’ve invested in hurricane-resistant features like impact windows or elevated foundations. Instead of being lumped into a broad “coastal zone” category, your property might get evaluated on its individual merits. That’s potentially good news for well-prepared homeowners who’ve been subsidizing higher-risk properties.
The flip side? Properties with genuine vulnerabilities might see even higher rates as AI identifies risks that traditional models missed.
Industry Momentum Behind Smart Insurance
Lilypad isn’t operating in isolation here. The company acquired Centauri Insurance in 2024 and currently manages about 8,400 Florida policies through that subsidiary. They’ve also expanded operations across ten states including Texas and Louisiana — two other coastal markets where traditional insurers have been retreating.
This follows a broader trend where insurtech companies are stepping in as legacy carriers pull back from climate-vulnerable areas. Progressive and State Farm have both limited coastal writing in recent years, leaving gaps that tech-focused companies are trying to fill.
What Drivers Should Do Now
Review your current coastal property coverage limits and deductibles. If AI-driven insurers like Lilypad prove successful, you might have new options within the next 12-18 months.
Document any hurricane-resistant improvements you’ve made to your property. Take photos of impact windows, reinforced garage doors, or roof upgrades. These details could become much more valuable in AI-based underwriting systems.
Don’t assume your current carrier is giving you the best rate for your risk profile. Coastal insurance markets are shifting rapidly, and early adopters of new technology might offer better deals for well-protected properties.
Consider whether your property genuinely needs coastal coverage or if you’re paying for proximity risks that don’t actually apply to your specific location and construction type.
Monitor your state insurance department’s approved carrier list for new AI-focused companies entering your market.
The coastal insurance crisis isn’t going away, but smarter technology might finally give property owners more options than “pay up or go bare.”











