Obie

Obie is an insurance technology company based in Chicago, Illinois, founded in 2017. It specializes in tailored insurance solutions for landlords and real estate investors. With a team of nearly 200 employees, Obie operates as a broker, partnering with top-rated insurers to provide customizable insurance policies across all 50 states. The company has seen significant growth, including a 300% expansion over two years and a 79.9% revenue increase from 2022 to 2023. Obie's offerings include landlord insurance, short-term rental insurance for properties like Airbnb, and multi-family and commercial real estate insurance. The company emphasizes digital efficiency, providing real-time quotes and policy management through its proprietary platform. Obie serves a diverse customer base, including individual landlords, property management firms, and institutional investors, and has insured over $4 billion in assets. Its commitment to modernizing insurance for real estate investors is reflected in its 2025 rebrand, which focuses on clarity and trust.