Chicago, IL – August 12, 2025 – Obie has once again been named one of the fastest-growing private companies in America, earning a spot on the 2025 Inc. 5000 list at #350 overall and #9 in Insurance - a leap of more than 500 spots from last year. Our growth matters, but what matters most is what’s behind it: real estate investors getting covered faster, partners closing on time, and transactions moving without friction.
The Inc. 5000 recognizes the most successful independent companies nationwide with standout three-year growth. Landing in the top 10 in our category underscores that when landlord insurance works as it should - fast, accessible, and built for the realities of investment property - everyone in the ecosystem benefits. We saw portfolios grow, families gain protection, and communities strengthen.
“We built Obie to remove the friction investors face when securing coverage,” said Aaron Letzeiser, Obie Co-Founder. “This recognition is a testament to our team, our partners, and the thousands of clients who trust us to protect their investments. We’re just getting started.”
Since 2017, we’ve honed our focus on the real estate investor and the partners that support them every day. That focus made us experts in coverage gaps, compliance pitfalls, and high-need markets. By combining deep insurance expertise with proprietary technology, we’ve created a platform that delivers bindable quotes in minutes, not days, available directly to investors or seamlessly embedded into the platforms they already use.
That combination of speed, choice, and reliability has driven our growth, expanded our partner network, and secured coverage for billions of dollars in investment properties across the U.S. Every milestone, from adding top-tier carriers like Markel to launching tools like PolicyProof for property managers, brings us closer to our mission of making insurance work for the people building the future of real estate.
Our fourth year on the list is a milestone, but not the finish line. We’re proud to be recognized alongside so many incredible companies shaping their industries, and we’re ready to keep moving forward.
See the full list of 2025 honorees here: Inc. 5000 2025 Rankings.
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