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Obie

Insurance for landlords and real estate investors

Obie logo
101-200 employees
  • B2B
  • Marketplace
  • Productivity
  • Insurance
  • Real Estate
West Loop, Chicago, IL

Company mission

To provide a simple, affordable, and transparent insurance experience for landlords and real estate investors.

Top investors

Few candidates hear
back within 2 weeks

26% employee growth in 12 months

Our take

Obie is transforming how landlords across the US access insurance for their properties. Through its tefch0druiven platform, landlords can easily get instant quotes, connect with the right insurance provider, and secure coverage - all without the hassle of paperwork or complicated processes. The company insurers over $25M in properties across all 50 states, offering a simple and affordable alternative to traditional insurance.

Focusing on small-to-medium-size rental properties, Obie addresses the challenges landlords face with poor pricing and inadequate coverage. By leveraging technology, the company provides customized, industry-best rates and a straightforward online experience.

Now the company plans to evolve further by utilizing its data and client base to potentially become its own insurance carrier. With strong funding to its name, the company is well-positioned for continued growth and to reshape the future of landlord insurance.

Steph headshot

Steph

Company Specialist at Welcome to the Jungle

Benefits

  • Medical, Dental, Life, Vision
  • 401(k) Matching
  • Pet Insurance
  • Paid Parental Leave
  • Hotel Discounts
  • Telehealth
  • Flexible Time Off
  • L&D Stipend
  • Wellness Stipend
  • Benefit Support Tools

Company values

  • Do Good: From the insurance process, to employee well-being, we're committed to leaving things better than we found them
  • Be Curious: We never stop challenging ourselves to ask hard questions and explore new possibilities
  • Play Fair: We value all respectful opinions, giving opportunity for all voices to be heard
  • Stay Flexible: We adapt as we learn, working collaboratively to introduce new ideas and solutions

Funding (last 2 of 5 rounds)

May 2023

$25.5m

SERIES B

May 2021

$10.7m

SERIES A

Total funding: $39.2m

This company has top investors

Leadership

Ryan Letzeiser

(Co-Founder & CEO)

They studied at Clemson University before working as a Real Estate Investment Analyst, and becoming an Investment Associate at Hudson Capital Investments. They joined MAC Properties in March 2015 as a Managing Member in 2015, before co-founding Obie in July 2018.

Jobs (7)

All locations

Marketing

People, HR, Recruitment