The fresh capital brings the company’s total funding to $89.5 million to date.
The round was led by Two Sigma Ventures, with continued backing from Zigg Capital, Clocktower Technology Ventures, Belfer Investment Partners, Nine Four Ventures, and Matrix Partners.
Founded in 2020, Steadily provides landlord insurance coverage across all 50 U.S. states. It currently operates through five MGA programs, an insurance agency, and its own carrier — Steadily Insurance Company — which began writing property and casualty dwelling fire policies in Q4 2024. The company reports $250 million in annualized gross written premiums.
One of Steadily’s major growth engines has been its robust ecosystem of proptech integrations. The startup has partnered with more than 400 platforms — including Roofstock, TurboTenant, FurnishedFinder, and BiggerPockets — allowing it to automatically pull in property data and offer instant insurance estimates without requiring a single click from the user.
“The idea for Steadily was planted eight years ago when I had a comically difficult time getting insurance for my first rental property,” said Darren Nix, Co-Founder and CEO of Steadily. “After Steadily launched, I became its first customer. That made it easy for us to empathize with our customers, because we are them. We’ve invested tens of millions in tech so someone can come to Steadily and purchase high-quality insurance in seconds. This latest round lets us push the envelope of how speedy our service and claims can be.”
Colin Beirne, Partner at Two Sigma Ventures, said the investment reflects confidence in Steadily’s unique market positioning: “Despite owning 40% of America’s rental units, individual landlords have been dramatically underserved by the insurance industry. Steadily created a solution specifically designed for rental property owners, not just retrofitted homeowner policies. Their impressive growth confirms they’re addressing a significant need in the market. We’re thrilled to back Darren and the Steadily team as they continue to transform insurance for America’s millions of property investors.”
With this new funding, Steadily aims to further accelerate its product development, enhance claims automation, and expand its presence in the fast-evolving property tech space.
