Insurtech Logo
Monday, March 16, 2026
Fintech Meetup | FFNews

Steadily Launches First-of-Its-Kind Landlord Insurance App on ChatGPT

Steadily, a leading landlord insurance service operating across all 50 U.S. states, today announced the launch of its ChatGPT app, enabling property owners to receive instant insurance premium estimates directly within ChatGPT.

With millions of landlords increasingly using AI tools to analyze deals, evaluate rental markets, and manage their portfolios, Steadily is meeting customers where they already work. The new app allows landlords to quickly estimate insurance costs for rental properties without leaving the ChatGPT interface.

Steadily is among the first U.S. insurance providers, and the first focused on landlord insurance, to bring its quoting experience into an AI-native platform.

How the ChatGPT App Works

After connecting the Steadily app within ChatGPT, users can request a quote by entering basic property details, starting with the address. The app pulls relevant information from Steadily’s underwriting engine, including square footage, year built, and property characteristics, to generate an estimated monthly premium in seconds.

The estimate appears directly within the conversation alongside property details and projected monthly cost. From there, users can continue to Steadily’s full quoting experience to finalize coverage.

Meeting Landlords Where They Already Are

“Property investors are already using AI to analyze deals, evaluate rental markets, and model cash flow,” said Darren Nix, CEO and co-founder of Steadily. “With our ChatGPT app, landlords can now estimate insurance costs in the same conversation where they’re evaluating a property, removing another layer of friction from protecting their investments.”

The launch reflects a broader trend of financial services integrating directly into AI workflows. With Steadily’s quoting technology embedded in ChatGPT, landlords can now analyze deals, estimate rental income, and evaluate insurance costs within a single conversation.

People In This Post

Companies In This Post

  1. ITC Europe 2026 Returns to Barcelona with Two Days of World-Class Insurance Innovation Read more
  2. Regional Insurers Turn to ZestyAI to Strengthen Property-Level Intelligence Across Diverse Markets Read more
  3. Certua Life Becomes First New UK Life Insurer in Nearly Two Decades Read more
  4. Nolana AI Selected for Lloyd’s Lab Cohort 16 to Improve Operational Efficiency in Specialty Insurance Read more
  5. Steadily Launches First-of-Its-Kind Landlord Insurance App on ChatGPT Read more
InsurTechNY2026 x FFNews