About Us

At Obie Insurance, we’re reimagining insurance for the modern real estate investor. As the first and only fully embedded insurance solution for landlords and property investors, we make getting coverage simple, fast, and transparent. Through innovation, technology, and deep industry expertise, we help our customers protect what matters most — their properties and peace of mind. With over $20 billion in assets insured, Obie is building the future of property insurance, one policy at a time.

What We Offer

• A mission-driven culture focused on disrupting a legacy industry
• Competitive compensation and equity packages
• Comprehensive health, dental, and vision benefits
• Remote-first flexibility with the option to collaborate in-person
• Generous PTO and wellness support
• Opportunities for growth, learning, and advancement

Why Choose Obie?

We're not just another insurtech company — we're a passionate, tight-knit team driven to solve real problems for real people. At Obie, your work will have a visible impact, your voice will be heard, and your potential will be unlocked. We combine the stability of a growing company with the agility of a startup — meaning you get to shape the future while building yours.

Join Our Team

If you’re excited about transforming a traditionally complex industry and want to build something meaningful alongside smart, motivated peers — we’d love to hear from you. Check out our open roles and see where you fit in at Obie.