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Best of Bootstrapping: Bootstrapped an AI-Powered Security Startup to $10M+

If you haven't already, please study our Bootstrapping Course and Investor Introductions page. Osprey Security CEO Rohit Anabheri has effectively used the Bootstrapping Using Services technique to bootstrap an AI-Powered Enterprise Security venture to mid eight figure revenues. In that process, he has turned down offers for Venture Capital. I believe, in Artificial Intelligence and Machine Learning, currently, Bootstrapping Using Services is one of the best ways to find problems to solve and build successful companies. Sramana Mitra: Let's start by introducing our audience to yourself and then we'll come to the Osprey Security journey in a moment. You are a serial entrepreneur, yes? Rohit Anabheri: That is correct. Sramana Mitra: You started your first company as a 19-year-old. Rohit Anabheri: Yes, I started when I was in college. Sramana Mitra: What kind of a company was this? Rohit Anabheri: It's a software company. I was in college applying ....

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Best of Bootstrapping: Bootstrapped Using Services to $10M and an Exit

If you haven't already, please study our Bootstrapping Course and Investor Introductions page. 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. Zimit Founder and co-CEO James Cramer shares yet another fantastic textbook case study. Zimit was acquired by Workday in September 2021. 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? James Cramer: I was born in Southern California. I grew up in a family that moved around a lot. My dad worked in the automotive industry, and so every few years we would change locations. That put me in Seattle, Southern California, the Carolinas, and then ultimately in Florida. My dad worked for the same company his entire career. There were ups and downs in that business. I saw that translate onto my dad in terms of ....

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Best of Bootstrapping: FinTech Founder Bootstrapped Using Services

If you haven't already, please study our Bootstrapping Course and Investor Introductions page. George Anderson, Founder and CEO of Ninth Wave, offers another case study for our very popular Bootstrapping Using Services track. 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? George Anderson: I was born in Long Island. I found myself in technology by accident. My first job was through a referral from my family. My father sent me for an interview. I got a job working for an analytical laboratory in New Jersey. I learned a lot working closely with the President of that company. He took a liking to me and gave me a lot of opportunities. One of those opportunities was in computing. He approached me one day and said, "I would like you to implement word processes for the office." I looked around and said to myself, "Well, there's nobody else here in ....

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Bootstrapping an AI-Powered Security Startup to $10M+ in Revenue: Osprey Security CEO Rohit Anabheri (Part 4)

Sramana Mitra: These two customers that you were able to place the MVPs into pilots with, how long did it take you to turn them into paying customers? Rohit ....

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