Steadily

Steadily

Offers nationwide landlord insurance coverage

About Steadily

Simplify's Rating
Why Steadily is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Financial Services

Company Size

51-200

Company Stage

Series C

Total Funding

$90.1M

Headquarters

Austin, Texas

Founded

2020

Overview

Steadily provides nationwide landlord insurance that protects property owners from a wide range of risks. It covers property damage (fires, burst pipes, leaks, wind, hail, lightning, explosions, riots, vandalism, theft, and more), liability for tenant and guest injuries, and injury protection for medical costs. The product works by offering straightforward policies with competitive rates and no hidden cancellation fees; buyers can get coverage quickly, with policies starting in minutes after purchase. Steadily differentiates itself by focusing specifically on landlords, including vacant or under-renovation properties, and by offering fast, nationwide service with transparent pricing. The goal is to give property owners affordable, comprehensive protection across the United States so they can protect their investments with ease.

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Simplify's Take

What believers are saying

  • $30M Series C from Two Sigma Ventures values Steadily at $355M in April 2025.
  • SiriusPoint partnership adds reinsurance capacity for US landlord growth.
  • ChatGPT app launched March 2026 enables instant AI-driven premium estimates.

What critics are saying

  • Steep $1K-$6K deductibles spark customer dissatisfaction on BiggerPockets.
  • RLI partnership triggers non-renewals in Texas and Florida by 2027.
  • $30M funding and 100 hires accelerate cash burn amid market saturation.

What makes Steadily unique

  • Steadily's automated platform quotes and binds landlord policies in minutes.
  • Purpose-built coverage targets single-family, multifamily, and short-term rentals.
  • Integrates with 400+ proptech platforms like Roofstock and BiggerPockets.

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Funding

Total Funding

$90.1M

Below

Industry Average

Funded Over

4 Rounds

Notable Investors:
Series C funding is usually for startups that are doing well and are looking for more money to fuel major growth, such as acquiring other companies, expanding into global markets, or launching new product lines. Investors typically include larger venture capital firms and private equity.
Series C Funding Comparison
Below Average

Industry standards

$50M
$40M
Figma
$50M
Medium
$62M
SeatGeek
$100M
Oura

Benefits

Health Insurance

401(k) Retirement Plan

401(k) Company Match

Paid Vacation

Equity in the company

Hybrid Work Options

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

1%

2 year growth

2%
Ariana Insurance
Apr 22nd, 2026
Exciting news: Ariana Insurance now offers two powerful property insurance carriers, Openly and Steadily.

Exciting news: Ariana Insurance now offers two powerful property insurance carriers, Openly and Steadily. Arlington, VA - At Ariana Insurance, Arianainsurance is always looking for ways to better serve its clients across Northern Virginia and beyond. That's why Arianainsurance is thrilled to announce that Arianainsurance has added two outstanding property insurance carriers to its lineup: Steadily for rental property owners and landlords, and Openly for homeowners seeking premium, flexible coverage. Whether you own a rental home, host guests on Airbnb, or simply want the best protection for the place you call home, Arianainsurance now have solutions built specifically for you. Steadily: purpose-built insurance for Landlords and rental property owners. If you own rental property - whether it's a long-term rental, a short-term Airbnb or VRBO listing, a multi-family unit, or a condo - you already know that a standard homeowners insurance policy simply doesn't cut it. That's where Steadily comes in. Steadily is a specialized insurance company built from the ground up for landlords and real estate investors. Founded in 2020 and designed by landlords, for landlords, Steadily has quickly become one of the most respected names in rental property insurance. CNBC recently named Steadily one of the Best Landlord Insurance Companies of 2026, and Investopedia echoed that recognition - a testament to the company's commitment to protecting property owners like you. What makes Steadily different? Most insurance carriers treat rental properties as an afterthought. Steadily does the opposite - it's their entire focus. Here's what that means for you as a landlord: Coverage designed for how you actually rent. Steadily covers a wide variety of property types, including: * Single-family rental homes * Multi-family properties * Condos and townhomes * Short-term vacation rentals (Airbnb, VRBO) * Accessory Dwelling Units (ADUs) * Properties currently under renovation Comprehensive protection against real landlord risks, including: * Structural fire and smoke damage * Wind, hail, and storm damage * Vandalism and tenant-caused damage * Riot and civil commotion * Loss of rental income while repairs are underway * Liability coverage if a tenant or guest is injured at the property and files a lawsuit - covering medical bills, attorney fees, and any settlement Special protections for short-term rental hosts. If you're listing your property on Airbnb or VRBO, you face unique risks that traditional policies ignore. Steadily is one of the few carriers that truly understands the short-term rental market and offers coverage options tailored to those risks. Fast, modern, and flexible. Steadily's technology-driven platform can generate quotes in seconds. Once you enter a property address, it automatically pulls public property data to streamline the process. Policies can be customized to fit your budget - you choose the coverages you need without paying for what you don't. Whether you're a first-time landlord with a single rental property or a seasoned investor managing a large portfolio, Steadily scales to meet your needs. And with coverage available in all 50 states, it's a carrier built for the modern real estate investor. Openly: premium homeowners insurance for the coverage you deserve. For homeowners who want more than just a bare-bones policy, Openly is a breath of fresh air. Openly offers flexible, transparent homeowners insurance with coverage options that put you firmly in control - and their headline feature is one that every homeowner should know about: Guaranteed Replacement Cost. What is Guaranteed Replacement Cost - and why does it matter? Most standard homeowners policies cover your home up to a set dollar limit. But what happens if the cost to rebuild after a total loss - due to fire, a storm, or another disaster - exceeds that limit? With a traditional policy, you could be left holding the bill for the difference. Openly's Guaranteed Replacement Cost coverage eliminates that worry. If your home is destroyed, Openly covers the full cost to rebuild it - even if that cost exceeds your original policy limits. In an era of rising construction costs and labor shortages, this protection is more valuable than ever. What Openly covers. Openly's policies are designed to be comprehensive, customizable, and clear. Here are some of the highlights: * Guaranteed Replacement Cost up to $5 million for your home's structure * Liability protection up to $1 million - covering personal injury, bodily injury, and property damage claims * Blanket personal property coverage up to $100,000 with a zero-deductible option * Mold and fungi remediation up to $10,000, with liability coverage up to $50,000 * Water seepage coverage up to $20,000 for concealed leaks * Other structures coverage for garages, sheds, fences, and pools * Refrigerated property protection up to $5,000 * Tree removal coverage up to $5,000 per occurrence * Water backup and equipment breakdown add-on options * Home-sharing coverage for homeowners who occasionally rent out their space short-term Openly also covers primary residences, secondary and seasonal homes, and even properties rented to others - giving you flexibility as your life and property needs evolve. Financial strength you can count on. Openly's carrier partners carry AM Best ratings of A and A- (Excellent), meaning you can trust that claims will be paid promptly and reliably. When something goes wrong with your home, the last thing you need is an insurer that drags its feet. A claims experience that's actually easy. Openly has built its claims process to be as straightforward as possible. Their team is known for compassionate, expert guidance through every step, so you're never left wondering what happens next. Why choose Ariana Insurance? At Ariana Insurance, Arianainsurance don't just sell policies - Arianainsurance help you find the right coverage for your specific situation. With the addition of Steadily and Openly to its carrier portfolio, Arianainsurance can now offer even more tailored solutions for: * Landlords and rental property investors in the Arlington and Northern Virginia area * Airbnb and short-term rental hosts who need coverage their platform's protection doesn't provide * Homeowners who want premium protection with guaranteed replacement cost and flexible options * Owners of vacation homes or seasonal properties looking for coverage that fits their unique needs Its team takes the time to understand your property, your risks, and your budget - then shops across its carrier network to find you the best fit. That's the independent agent advantage. Ready to get a quote? Whether you're a landlord looking to protect your rental investment or a homeowner ready to upgrade your coverage, Arianainsurance'd love to help. Contact Ariana Insurance today: Arlington, VA (703) 354-5959 [email protected] www.arianainsurance.com Let Arianainsurance put the right coverage to work for you.

ProgramBusiness.com
Mar 17th, 2026
Steadily launches landlord insurance app on ChatGPT.

Steadily launches landlord insurance app on ChatGPT. The company says it is the first U.S. insurance provider focused exclusively on landlord insurance to offer quotes through a ChatGPT app. Published on March 17, 2026 Steadily, a landlord insurance provider operating in all 50 U.S. states has launched a new app within ChatGPT that allows property owners to receive instant insurance premium estimates. The company says it is the first U.S. insurance provider focused exclusively on landlord insurance to offer quotes through a ChatGPT app. The new feature allows landlords to estimate insurance costs directly within the same AI conversations they may already use to analyze potential real estate investments. AI integration expands insurance access. Steadily introduced the ChatGPT app as AI tools become more common among property investors. Many landlords now rely on AI to analyze deals, evaluate rental markets, and model cash flow. The company designed the app to integrate insurance cost estimates into those existing workflows. As a result, landlords can estimate insurance expenses without leaving the ChatGPT interface. According to Steadily, this approach allows users to evaluate property performance and insurance costs in one conversation. Steadily is among the first U.S. insurance providers to bring its quoting experience into an AI-native platform. It is also the first provider dedicated specifically to landlord insurance to offer this capability through ChatGPT. How the ChatGPT app works. Landlords can access the quoting tool by connecting the Steadily app within ChatGPT. After the app is connected, users request an insurance quote by entering basic property details. The process begins with the property address. Next, the system retrieves relevant information from Steadily's underwriting engine. This data includes square footage, year built, and other property characteristics. The system then generates an estimated monthly premium within seconds. The estimate appears directly in the conversation alongside the property details and projected monthly cost. From there, users can continue to Steadily's full quoting platform to finalize coverage. Industry response to changing workflows. Steadily leadership says the new tool responds to how landlords are already using AI in their investment decisions. "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 company says the launch also reflects a broader trend of financial services integrating directly into AI-driven workflows. With Steadily's quoting technology embedded in ChatGPT, landlords can analyze deals, estimate rental income, and evaluate insurance costs in a single conversation. About Steadily. Founded in 2020, Steadily provides specialized insurance services for real estate investors and property owners. The company offers property and liability coverage across all 50 U.S. states through a technology-driven platform that provides fast online quotes and flexible coverage options. Steadily offers insurance for several rental property types, including long-term rentals, short-term vacation rentals such as Airbnb and VRBO properties, single-family homes, multi-family properties, condominiums, and properties undergoing renovation. Get the latest insurance market updates and discover exclusive program opportunities at ProgramBusiness.com. Are you a retail Agent Looking for a Quote? Coverage, Keyword, or Company

Yahoo Finance
Mar 16th, 2026
Steadily launches first landlord insurance app on ChatGPT for instant quotes

Steadily, a landlord insurance provider operating across all 50 US states, has launched a ChatGPT app that allows property owners to receive instant insurance premium estimates within the AI platform. The company is the first US insurer focused exclusively on landlord insurance to offer quotes through ChatGPT. The app enables users to request quotes by entering basic property details, starting with an address. It then pulls information from Steadily's underwriting engine to generate estimated monthly premiums in seconds, allowing landlords to evaluate insurance costs alongside deal analysis and rental market research within a single conversation. Founded in 2020, Steadily provides property and liability coverage for various rental property types including long-term rentals, short-term vacation rentals, single-family homes and multi-family properties.

Patch
Apr 29th, 2025
Steadily secures $30M funding boost

Beaverton's Steadily has secured $30 million in funding, highlighting the growing interest in the local startup ecosystem.

Steadily
Apr 24th, 2025
Steadily Secures $30M Series C to Fuel Rapid Growth in Landlord Insurance Market

Steadily, a leading provider of landlord insurance in the U.S., today announced $30 million in Series C funding led by Two Sigma Ventures at a $355 million valuation.

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