Chicago, IL – September 1, 2025 – Obie, the leading provider of landlord insurance for single-family rentals up to four-unit properties nationwide, has earned a spot on Business Insurance’s Best Places to Work in Insurance list. The honor recognizes companies with exceptional employee engagement and satisfaction, highlighting Obie’s commitment to building a supportive, growth-focused workplace where collaboration and curiosity thrive.
The annual list, produced by Business Insurance and Best Companies Group, honors insurance industry employers with the highest levels of employee engagement and satisfaction. Winners are selected through a rigorous evaluation process that includes an in-depth employer questionnaire and confidential employee surveys measuring workplace culture, benefits, role satisfaction, and career development opportunities.
“This recognition is a reflection of our team’s dedication and the culture we’ve built together,” said Aaron Letzeiser, Co-Founder of Obie. “At Obie, our values aren’t just words on a wall. They guide how we work, connect, and grow. We’re proud to be a place where people can do their best work and feel supported every step of the way.”
Obie was founded on the belief that insurance should never get in the way, offering landlords, real estate investors, and partners a simpler, faster, and more accessible way to get covered.
Winning this award reinforces Obie’s commitment to creating a workplace where new ideas are encouraged, employees feel genuinely valued, and accomplishments are celebrated together.
For more information about Obie and career opportunities, visit www.obieinsurance.com/careers.
About Obie
Obie is the leading investment property insurance platform, providing landlords, real estate investors, and partners with instant quotes, tailored coverage, and an entirely digital experience. Backed by proprietary technology, Obie simplifies insurance so deals can close faster and investors can move forward with confidence.
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