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Ryan Letzeiser Obie CEO

Embedded Landlord Insurance for Proptechs with Ryan Letzeiser, CEO of Obie

Oh do I have a special goodie for y’all this week.

It’s with great joy I got to interview Ryan Letzeiser, Co-founder and CEO at Obie. For those that don’t know, I work at Obie. So of course I’m biased as to whether or not I think Obie is doing something unique and leading the industry. It’s not often you get to put your own CEO in the hot seat and push on buttons. Obviously, I’ve got inside baseball information, but I used that to get Ryan to spill the goods.

In this interview, Ryan talks a good deal about what is and what is not embedded insurance, why this is such an important feature for proptech and fintech companies alike, and how Obie is working to bring about a much simpler insurance experience for real estate investors. Hint: simpler for investors means incredibly difficult for the tech company—but with big rewards.

More about Obie and Ryan
Obie is the leading insurtech, focused on providing insurance for real estate investors. By focusing on partnerships with proptech and fintech companies, Obie is the first and only company to offer instantly bindable quotes as an embedded insurance experience. Additionally Obie provides insurance via local independent insurance agents or directly to investors through its online portal—changing the shape and feel of insurance for investors by meeting them where ever they may be.

Obie was recently honored as Business Insurance Best Places to Work and one of Inc Magazines Fastest Growing Companies for 2022. Obie is a Y-Combinator and a NAR REACH accelerator alum. To date, Obie has raised $13.7 million from leading proptech investors including Battery Ventures, Thomvest Ventures, MetaProp, Second Century Ventures, and Funders Club.

Ryan is the Co-founder and CEO of Obie. As a seasoned real estate investor and technology executive with years of experience acquiring, developing, managing, real estate, Ryan saw the inefficiencies real estate investors and operators faced with insurance. After much exploration alongside his brother Aaron, he realized the insurance industry was not moving to meet the investor where they were. Obie was created to deliver a greater insurance experience that is more transparent and faster that ever before for the every day real estate investor.