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Building a New Insurance Company From Scratch: Clearcover CEO Kyle Nakatsuji (Part 6)

Posted on Tuesday, Apr 30th

Sramana Mitra: What did you do by way of financing? This doesn’t sound like something that was self-financed. You probably started with financing. Kyle Nakatsuji: We did. Right when we were getting started, we raised a seed round of about $2 million. About six months later, we raised another $9.5 million. Sramana Mitra: Is this

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Building a New Insurance Company From Scratch: Clearcover CEO Kyle Nakatsuji (Part 5)

Posted on Monday, Apr 29th

Kyle Nakatsuji: The thesis was actually pretty straightforward. In this new breed of insurance company category, almost everybody is focused on one thing, which is trying to find ways to offer people a quality product for less money. Insurance, even if this isn’t necessarily true in every sense, is viewed largely as a commodity by

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Building a New Insurance Company From Scratch: Clearcover CEO Kyle Nakatsuji (Part 4)

Posted on Sunday, Apr 28th

Kyle Nakatsuji: We thought what if we went the opposite way, and we happened to find an opportunity to deliver a high-quality product by integrating it with other companies where people would prefer to spend their time. Now, I was running around looking for all of the distribution opportunities we could partner with as an

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Building a New Insurance Company From Scratch: Clearcover CEO Kyle Nakatsuji (Part 3)

Posted on Saturday, Apr 27th

Kyle Nakatsuji: When we started, we had really no money to invest but we had the ability to invest through the typical vendor payment process. We were making very small investments as an entrepreneur would. We were testing out some of our assumptions on how the model would work and why it would work. Then

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Building a New Insurance Company From Scratch: Clearcover CEO Kyle Nakatsuji (Part 2)

Posted on Friday, Apr 26th

Sramana Mitra: What year does that bring us up to? Kyle Nakatsuji: Now, it’s 2012. I’ve finished both of the degree programs and I’m looking for a job. I ended up getting a job as an attorney. I was working at a firm that exclusively did tech startup work. I didn’t think I was going

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Building a New Insurance Company From Scratch: Clearcover CEO Kyle Nakatsuji (Part 1)

Posted on Thursday, Apr 25th

The insurance industry is archaic and offers much room for re-engineering. Kyle discusses how he is going about it. Sramana Mitra: Let’s start at the very beginning of your journey. Where are you from? Where were you born and raised? What kind of background? Kyle Nakatsuji: I was born in Milwaukee, Wisconsin. I was born

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Building a Virtual Company to $20 Million: Rob Cheng, CEO of PC Pitstop (Part 6)

Posted on Thursday, Apr 18th

Sramana Mitra: How were you addressing the blacklist issue? How were you detecting if something wasn’t blacklisted but was a problem? How were you figuring that out? Rob Cheng: What we’re doing is the opposite. We’re creating a white list of everything that’s good. We’re looking for every single good program that we can find

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Building a Virtual Company to $20 Million: Rob Cheng, CEO of PC Pitstop (Part 5)

Posted on Wednesday, Apr 17th

Sramana Mitra: Were you hiring these developers in South Carolina? Rob Cheng: We used Monster.com. Back then, that was a way to hire people. So I would just look for the best people and for the skill. I would find them wherever I could. As it ends up, a couple of our developers ended up

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