Obie

HW Tech100

59

Obie operates a digital insurance platform focused on landlords and residential real estate investors. The company uses property-level data and automation to streamline the quoting, binding, and compliance process for investment property insurance, reducing the delays typically associated with manual underwriting.

Obie’s quoting engine evaluates thousands of data points—such as property characteristics, location risk factors, and historical information—to generate bindable policies in minutes. The platform routes risks across its carrier network to match properties with appropriate coverage and pricing, helping investors move forward without slowing transactions.

Beyond policy issuance, Obie has expanded into insurance compliance tooling. Its PolicyProof product automatically reviews uploaded insurance policies, flags gaps, and checks alignment with management agreements, helping property managers maintain portfolio-level compliance. This capability is increasingly relevant as portfolios scale and insurance oversight becomes more complex.

Company Website:

https://www.obieinsurance.com/

Markets Served:

Single Family Investment and Property Management

Company HQ:

Chicago, IL

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