This podcast interview focuses on the entrepreneurial journey that required a 180-degree pivot to find strong product market fit. My guest is Ryan Leitzeiser, Co-founder and CEO of Obie Insurance.

Ryan has over 10 years of experience in an executive role in technology and commercial real estate (CRE) investment and development.

Having worked at Hudson Capital Investments and as an Investment Analyst at Ram Real Estate, he has a strong background in CRE valuation, underwriting, asset management, and private equity. 

In July 2018, he co-founded Obie, a Y Combinator-backed startup that's set out to make some waves in insurance technology.

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

This inspired me, and hence, I invited Ryan to my podcast. We explore what's broken in the world of insurance, particularly when it relates to Real Estate. He shares his experiences and big lessons learned from having to pivot the business. He elaborates on what he did wrong, and the courage it took to correct course - the then turn that into a growth engine that is hard to stop. Last but not least he talks about some of the essential traits to develop to build a business that lasts.

Here's one of his quotes

Insurance is an admin nightmare for them [Lenders] during the closing process. We provide them with technology and tools as it relates to insurance for their consumers so that mistakes are not made. And ultimately, for a lender, this help that we provide them ultimately unlocks a ton of customers for us. In fact, we have lenders that will charge their customer base a fee, if they don't use us.

During this interview, you will learn four things:

For more information about the guest from this week:

Subscribe to the Daily SaaS Reflection

Get my free, 1 min daily reflection on shaping a B2B SaaS business no one can ignore. Subscribe here

Yes, it’s actually daily. And yes, people actually stay subscribed

(Just see what peer B2B SaaS CEOs say)

My promise: It’s short. To the point. Inspiring. And valuable.

Learn more about your ad choices. Visit megaphone.fm/adchoices