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Obie

HW Tech100

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Obie is the leading investment property insurance solution that empowers property owners, lenders, agents and managers to move their investments forward confidently. By combining technology-driven underwriting with fully integrated partner solutions, Obie delivers instantly bindable, tailor-made coverage — dramatically simplifying the once-complicated insurance process and ensuring investors can stay focused on growth.

Obie’s proprietary platform transforms how insurance is accessed, evaluated and obtained for residential rental properties. With over $25 billion in coverage secured to date, Obie’s data-driven technology enables owners of 1-4 unit properties to instantly generate accurate, bindable quotes — often in minutes rather than the days or weeks the traditional process could take. This efficiency is powered by advanced algorithms that draw on up to 1,000 data points, delivering a more precise risk assessment and ensuring each policy is personalized to the property and investor.

Beyond speed and personalization, Obie’s technology extends seamlessly into the broader real estate ecosystem. Embedded integrations with partner websites, lending platforms and brokerage systems ensure compliance requirements are met, reducing manual work for all parties. This includes solutions like built-in policy reviews for property managers, requirements storage for lenders and a dedicated portal for independent agents that streamlines workflows and simplifies the quoting process. The result is an end-to-end experience that unites coverage, insight and assurance — allowing everyone involved in property investing to move forward with Obie confidently.

Company Website:

https://www.obieinsurance.com/

Markets Served:

Single Family Investment and Property Management

Company HQ:

Chicago, IL

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