HW Tech100


Obie is an insurance technology company hyper-focused on driving value for the modern residential real estate investor and the partners they work with every day. Whether you are an owner, lender, agent or property manager, Obie’s mission is to build technology and insurance products that drive efficiency and fundamentally change the way insurance is bought and sold.

Designed specifically for residential rental property owners, Obie offers instantly bindable quotes that are available through three channels: embedded via partner environments, direct-to-consumer and independent agents.

Obie has grown more than 300% in just two years, exhibiting a revenue growth rate of 79.9% from 2022 to 2023 and 100.3% since 2020. Its commitment to the real estate community is reflected in its over 300 Google reviews, with an average rating of 4.8 stars.

Having secured a $25 million Series B in spring of 2023 and offering coverage in all 50 states quotable through its website and 75+ industry partners, the organization is poised to continue expanding and innovating to meet the needs of the 18 million real estate investors active across the United States. This growth as the organization moves towards profitability was highlighted by Obie’s placement on the Inc 5000 America’s Fastest Growing Companies list for 2022, ranking 35th for growth in overall insurance and 9th overall in private companies in Chicago.

Company Website:

Markets Served:

Single Family Investment and Property Management

Company HQ:

Chicago, IL

3d rendering of a row of luxury townhouses along a street

Log In

Forgot Password?

Don't have an account? Please