The Ryan Hanley Show

The Ryan Hanley Show

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Through interviews, stories, and research, Ryan Hanley examines how insurance professionals reach peak performance in life and business. Why subscribe to The Ryan Hanley Show? CURIOSITY. I’m curious about how people get better at the business of insurance. I’m curious about how people find meaning in their life. I’m curious about how people overcome obstacles (most notably the ones they put in front of themselves). I’m curious about life, our planet, aliens, drugs, money, government, and a million other things and over the course of the life of this podcast, we're going to try and examine them all. If you’re curious too, then you're in the right place.

Hosted By

Hosted By

Ryan Hanley

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In this episode of The Ryan Hanley Show, Kyle Nakatsuji, Founder and CEO of Clearcover, joins the show to breakdown why he started Clearcover and why his unique perspective on the industry forced him to create an auto insurance carrier of the future. Kyle gets it, and you MUST listen to this episode…

Episode Highlights:

  • Kyle shares how he got started as a venture investor. (13:17) 
  • Kyle shares how the idea of curiosity plays a significant role in being successful. (18:46)
  • Kyle explains why he started a company in this particular area of insurance. (23:32)
  • Kyle shares two ways to improve retention as an insurance company. (28:42)
  • Kyle shares what to consider when building the infrastructure of the organization. (33:19)
  • Where does Kyle see the next generation of carriers? (36:29)
  • Kyle mentions a surprising statistic about personal auto carriers. (36:44)
  • Kyle shares what he’s most excited about. (37:09)
  • Has Kyle started to consider other products? (43:51)

Key Quotes:

  • “As a venture investor, you really get paid to do two things. You get paid to be intellectually curious, and you get paid to sell money, which is a weird thing to do. It’s a weird phrasing, but that’s kind of what you do. ost competitive deals, you’re selling, right?” So you get paid to learn and build ideas and theses, and then sell money.” – Kyle Nakatsuji
  • “When you start learning about something, you rapidly climb up and you think you know a ton about it. And, then the more time you actually spend with a topic, you kind of fall off this cliff of stupidity.” – Kyle Nakatsuji
  • “It’s not that these carriers don’t see the opportunity, or they don’t want to help…But, the opportunity has to be of a certain size to warrant the kind of investment, to turn a ship that big…And, with some with newer carriers like us, we’re just more free to experiment. There’s much lower overhead to do interesting and innovative things with our partners.” – Kyle Nakatsuji

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