Company Overview
About Steadily
Steadily is an Austin, Texas-based insurtech specializing exclusively in landlord insurance — backed with $89.5 million in total funding including a $30 million Series C in April 2025 led by Two Sigma Ventures at a $355 million valuation — providing America's 18 million individual rental property owners with fast, mobile-first insurance quotes for single-family rentals, multi-family units, condos, ADUs, short-term rentals (Airbnb/VRBO), and small apartment buildings in all 50 states, with $250+ million in annualized gross written premium. Inc. 5000 ranked Steadily #63 in 2025 with 4,606% three-year revenue growth. Steadily integrates with 400+ proptech platforms including Roofstock, TurboTenant, FurnishedFinder, and BiggerPockets. In Q4 2024, Steadily launched its own insurance carrier (Steadily Insurance Company), vertically integrating from MGA/distribution to risk-bearing carrier. Founded 2020 by landlords Darren Nix (CEO), Datha Santomieri, and David Tulig who experienced the limitations of the existing landlord insurance market firsthand.
Business Model & Competitive Advantage
Steadily's digital landlord insurance platform addresses the friction and inadequacy that individual real estate investors face obtaining landlord insurance through traditional channels: a landlord with 5-15 single-family rentals across multiple markets cannot efficiently obtain competitive quotes from traditional agents (who focus on homeowners policies with higher premiums), faces long quote timelines (days rather than minutes), and receives policies from home insurers who treat landlord coverage as an afterthought rather than a core product. Steadily's instant quote technology (auto-populating property construction data from public records when the user enters an address, generating quotes in seconds via mobile app, finalizing policy via text message) reduces the policy acquisition time from days to minutes while pricing specifically for landlord risk (rent loss, tenant liability, vacant property scenarios) rather than owner-occupied homeowner risk. The 400+ proptech integrations create the distribution network where landlords encounter Steadily in the real estate investor tools they already use — reducing customer acquisition cost compared to traditional insurance distribution.
Competitive Landscape 2025–2026
In 2025, Steadily competes in the landlord insurance, real estate investor insurance, and InsurTech MGA market with Obie (landlord insurance, $30M raised), Openly (homeowners and landlord insurance, $154M raised), and GEICO/Nationwide (traditional landlord/dwelling fire insurance) for individual rental property owner insurance policy acquisition and the property management platform embedded insurance partnership channel. The $355 million valuation at $30M Series C reflects Two Sigma Ventures' conviction in the specialty insurtech model where deep product focus on a neglected segment (18 million landlords historically served by brokers rather than digital-first platforms) creates sustainable customer acquisition advantages. Steadily Insurance Company carrier launch (Q4 2024) improves unit economics by retaining the underwriting margin rather than paying it to carrier partners — with the Two Sigma quantitative investing heritage potentially informing actuarial model development. The 2025 strategy focuses on growing the embedded insurance integrations (where Roofstock, BiggerPockets, and real estate investing platforms become distribution channels), building the landlord portfolio management tools that increase multi-property policy concentration, and expanding the short-term rental coverage product as the Airbnb host market matures.
Company Timeline
Major milestones in Steadily's journey
Leadership Team
Meet the leaders behind Steadily
Darren Nix
Co-founded Steadily after experiencing inadequate landlord insurance options firsthand. Previously led product initiatives at Indeed and founded Interviewed and Silver Financial, both successfully acquired. Named one of the Best CEOs for Women by Comparably.
Datha Santomieri
Co-founded Steadily and serves as VP, bringing insurance industry expertise to build a landlord-focused insurance platform. Serves on the board of directors.
David Tulig
Co-founded Steadily and serves as an independent board member, contributing to strategic direction and company governance.
Jake Jolis
Independent board member providing strategic guidance to Steadily's leadership team.
Open Positions
Reddit Discussions
Key Differentiators
Emerging Innovator
Steadily is an emerging player bringing innovative solutions to the Insurance Tech market.
Growth Stage
Steadily has achieved $250M in revenue, demonstrating strong product-market fit.
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