Obie
Reliable, tailored landlord insurance solutions built to safeguard real estate investments
Overview
Obie is an insurtech platform purpose-built for landlords and real estate investors, delivering a fully digital insurance experience that replaces the slow, fragmented process traditionally associated with rental property coverage. Through data-driven underwriting and modern technology, Obie enables property owners to quote, customize, and purchase insurance online in minutes, with average savings of 25% compared to traditional providers.
Founded in 2017 by brothers Ryan and Aaron Letzeiser, Obie emerged from firsthand frustration with the insurance process faced by real estate investors. The platform has since grown to insure over $60 billion in property value across all 50 U.S. states and Washington, D.C. Obie serves real estate investors through multiple distribution channels, including direct-to-investor digital experiences, integrated partner platforms, and a nationwide network of independent insurance agents.
In January 2026, The Baldwin Group (NASDAQ: BWIN) completed the acquisition of Obie, strengthening its embedded insurance distribution capabilities across the real estate investor ecosystem. Since 2021, Obie achieved revenue growth of over 2,100% while maintaining a fully reserved loss ratio below 50%.
Products & Services
Landlord Insurance Platform
Obie's core platform provides instant quoting and binding for dwelling fire policies (DP1, DP2, DP3) designed specifically for rental property investors. The platform uses proprietary data analytics to assess risk and deliver competitive pricing.
Key Features
- Instant online quotes in minutes
- Coverage for single-family homes, townhomes, condos, and small multifamily buildings (1-4 units)
- Apartment coverage for 5+ unit buildings
- Portfolio management tools for multi-property investors
- Average 25% savings compared to traditional insurance
Target Users: Landlords, real estate investors, property managers
Embedded Insurance
Obie integrates insurance directly into real estate transaction workflows through partnerships with property management platforms, lending platforms, and real estate technology providers. The embedded model enables investors to obtain coverage seamlessly at the point of transaction.
Key Features
- API-driven integration with partner platforms
- Insurance embedded into loan origination process
- Real-time quoting within partner ecosystems
- Automated coverage recommendations based on property data
Target Users: Lenders, property management platforms, real estate technology companies
Agent Appointment Program
Obie offers an agent appointment program that enables independent insurance agents to access Obie's landlord insurance products and technology platform, expanding distribution reach while providing agents with specialized coverage options for their real estate investor clients.
Key Features
- Access to Obie's quoting and binding technology
- Specialized landlord insurance products
- Competitive commission structure
- Dedicated agent support
Target Users: Independent insurance agents and agencies
At a Glance
- Founded
- 2017
- Headquarters
- Chicago, Illinois
- Employees
- 51-200
- Funding
- Acquired
Category & Focus
- Category
- Distribution & Sales
- Subcategories
- Embedded Insurance Digital Storefronts Quote-to-Bind
- Insurance Verticals
- P&C Personal P&C Commercial
- Target Customers
- Consumers, Agents/Agencies, Brokers
Customers
- Baseline (lending platform partner)
- 75+ distribution partners
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Last updated: 2026-03-25