
Obie
Obie Review 2026
RRE REVIEW –
4/5
USER REVIEWS –
Obie Overview
What is Obie?
Obie is a technology-driven insurance provider that offers landlord insurance designed specifically for property owners and real estate investors. The company delivers tailored coverage across various rental property types, including single-family homes, multifamily buildings, apartments, and condo units, through a streamlined online platform that allows landlords to quote, customize, and bind policies quickly.
Obie Products & Services

Obie offers landlord insurance policies that cover a range of investment property types, including single-family homes, multifamily buildings (two to four units), larger apartment buildings (five or more units), and individual condo units. Customers can obtain quotes online, customize coverage that protects against property damage, liability claims, and lost rental income, and bind policies through a self-service digital platform. In addition to direct-to-consumer landlord insurance, Obie provides embedded insurance solutions and API integrations for technology partners, along with dedicated services for lenders, real estate agents, and property managers seeking to incorporate insurance into their workflows.
Obie Features
| Feature | Details |
|---|---|
| Instant Online Quotes | Landlords can receive customized policy quotes in seconds without lengthy forms or phone calls. |
| Embedded Insurance Integrations | Insurance offerings can be built directly into partner platforms through API-based, native-feeling integrations. |
| Investor-Focused Coverage | Policies are tailored specifically for rental property owners managing single properties or growing portfolios. |
| Customizable Policy Options | Coverage can be tailored to match the specific needs of each individual investment property. |
| Multi-Property Portfolio Support | A single platform manages insurance across diverse rental holdings, from single-family homes to apartment buildings. |
Obie Reviews
Obie Review by RentalRealEstate
4/5
Cost – 4
Ease-of-Use – 4
Customer Service – 4
Tools and Resources – 4
Obie is a solid choice for landlords and real estate investors seeking streamlined insurance coverage for rental properties. Its online platform makes it easy to obtain quotes, customize policies, and secure coverage without the delays often associated with traditional insurance providers. The company’s focus on investment properties and ability to accommodate various property types, from single-family homes to multifamily buildings, makes it particularly well-suited for portfolio-minded investors.
Pros:
- Fast online quotes and policy binding
- Coverage tailored for real estate investors
- Supports diverse property types and portfolios
Cons:
- Limited to investment and rental properties
- Primarily digital platform with less personal interaction
- Coverage availability varies by state
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Obie User Reviews
Have you used Obie? If so, please take a minute to leave an honest review of your experience below. By writing a review, you can help guide other real estate investors, operators, and managers on whether or not Obie is the good choice for them.
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Obie Alternatives
Obie FAQ
Is Obie Insurance Legitimate?
Yes, Obie is a legitimate insurance provider founded in 2017 and headquartered in Chicago, Illinois. The company operates under Obie Insurance Services, LLC and Obie Insurance Group, LLC, both holding active state insurance licenses, with over $200 million in written premium and $60 billion in coverage secured.
Who Owns Obie Insurance?
Obie is owned by The Baldwin Group (NASDAQ: BWIN), which acquired the company in January 2026. Obie was co-founded in 2017 by brothers Ryan Letzeiser (CEO) and Aaron Letzeiser (COO) and continues to operate with existing leadership post-acquisition. The company previously raised over $39 million across seed, Series A, and Series B rounds led by Battery Ventures and Y Combinator.
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