
Among the biases of the Venture Capital industry that need to be categorically ignored, Bootstrapping Using Services happens to be on the top of the list. Read on for yet another fantastic textbook case study.
Sramana Mitra: Let’s start at the beginning of your journey. Where are you from? Where were you born and raised? What kind of background did you have?
>>>Nick Mehta: The business went from an unattractive investment from a financial investor’s point of view to a highly attractive one. We are one of those companies that has a lot of long-term potential because we are the main player in the space. I never like to say that we own the category, but so far, we have been the leader.
Vista came to us. They are traditionally a private equity firm but they have become more of a growth equity firm. They went from investing in businesses that were about costs to investing in a high-growth business. They approached us many times over the years. A lot of their portfolio companies use Gainsight. They have this first-hand knowledge of Gainsight.
>>>Sramana Mitra: Let’s switch topics and talk a bit about your financing strategy. I know that you did something recently. Talk me through the whole financial strategy.
Nick Mehta: That is a big part of our success too. It’s expensive to create a category. You have to do these events and hire people. The scales don’t come right away. Overall, we raised $150 million. In modern days, it’s not a lot of money anymore. In the early days, that was a lot of money. We raised our first round amounting to $6 million from Battery Ventures. They believed in us.
>>>Itai Sadan is Co-founder and CEO of Duda. I first met Itai back in 2013 and started getting to know his story. It’s a compelling case study of bootstrapping with a paycheck and then raising significant funding to scale over more than a decade.
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Sramana Mitra: Is there anything else that you want to discuss?
Nick Mehta: A second thing is bringing our culture and values, which I think is a bit novel. We feel passionate about that. We brought that into our community. Many of these customer success people feel like they are a part of Gainsight. I was talking to one of our customers and she said, “I basically feel like I am an extended part of Gainsight.”
>>>Sramana Mitra: In terms of strategic elements, what were some of the things that you did as you were growing that infused momentum into your journey?
Nick Mehta: Momentum is an important point. One thing that we did was this annual conference. We would invite people in the customer success field that included CEOs. With in-person events, you look around and see other people doing this thing too, and it makes you more confident that you should do it. It is natural human behavior.
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During this week’s roundtable, we had as our guest Itai Sadan, Co-founder and CEO of Duda. I first met Itai back in 2013 and started getting to know his story. It’s a compelling case study of bootstrapping with a paycheck and then raising significant funding to scale over more than a decade.
Escrow Protocol
As for our entrepreneur pitches, up first we had Dennis Schulte from Toronto, Canada, pitching Escrow Protocol, a 2-sided marketplace for milestone-based funding.

I spoke with Nick back when Gainsight was very young. Much has happened since. This conversation catches us up on the interim years since 2013.
Gainsight recently raised money from Vista Equity at a $1.1 billion valuation.
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