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Best of Bootstrapping: Bootstrapped to a Public Unicorn using Services

If you haven't already, please study our free Bootstrapping Course and Investor Introductions page. Bootstrapping with Services is a tried and true strategy, including for building Unicorns. In our 2012 story, Alteryx Executive Chairman Dean Stoecker talks about raising a Series A with $10 million in the bank. Today, Alteryx is a $3+ billion market cap public company. Dean bootstrapped with services early on, and then raised VC money. Sramana Mitra: Dean, let's start at the beginning of your personal story. What is the context for your entrepreneurial journey? Where are you from? Dean Stoecker: I grew up in a family business in Colorado. I would sit around the table every day and hear about the trials and excitements of owning a business. I went to school at the University of Colorado. I had the opportunity to travel the world through a program called Semester at Sea. That was where I got the idea that I wanted to have my own business. After I graduated, ....

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Best of Bootstrapping: Bootstrapped Using Services to $40 Million First

If you haven't already, please study our free Bootstrapping Course and Investor Introductions page. ActiveCampaign Founder CEO Jason VandeBoom had built a disciplined, profitable business when we spoke in 2019 and had scaled it to $40 million in 2017 revenue. The company was first bootstrapped using services, and later raised ~$20 million in funding. Sramana Mitra: Let's start at the very beginning of your journey. Where are you from? Where were you born, raised, and in what kind of background? Jason VandeBoom: I was born and raised in a small town in Wisconsin about an hour out of Milwaukee, and started in technology from a consulting side of things at a very early age. Around 13 or so, I started taking on small projects. I was always interested in engineering and design. That ultimately led me to go to art school. I chose a school in Chicago for art school. That's what brought me to Chicago. Sramana Mitra: Your background is more of a ....

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Best of Bootstrapping: Bootstrapped a Virtual Startup to $25M

If you haven't already, please study our Bootstrapping Course and Investor Introductions page. I am a huge fan of virtual companies. Here is a conversation from 2019 about a virtual company built with excellent execution by a Russian entrepreneur, Percona Founder CEO Peter Zaitsev. Sramana Mitra: Let's start at the very beginning of your journey. Where are you from? Where were you born, raised, and in what kind of background? Peter Zaitsev: I was born in what was the Soviet Union. I studied Math and Computer Science in Moscow State University. I started my first startup company while studying. Sramana Mitra: You were very young when you started your first company in Russia. Peter Zaitsev: Yes. I was 19 years old. Sramana Mitra: What prompted you to do that? You were a very young teenager studying Computer Science and then you started this company. What were the circumstances that pushed you that far? Peter Zaitsev: I was the co ....

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Best of Bootstrapping: Bootstrapped from Denmark to the US

If you haven't already, please study our free Bootstrapping Course and Investor Introductions page. In 2019, Queue-It Co-founder Camilla Ley Valentin shared this wonderful story of capital-efficient entrepreneurship, and scaling a company born in Denmark to having 40% of its business in the US. 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? Camilla Ley Valentin: I come from a creative family. My father was a child TV star back in the 70's and 80's, which was when I was born in 1973. At that time, you can imagine that there weren't many TV stations in Denmark where I'm from. We were part of a mini celebrity family and worked a lot in the entertainment industry. My siblings and I would sometimes participate as performers. Both of my parents were also writers and published books. My father was also a music composer and a pianist. He was a cartoonist and ....

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Best of Bootstrapping: Bootstrapped with a Paycheck to $15M

If you haven't already, please study our free Bootstrapping Course and Investor Introductions page. In 2018, GreenPal Co-founder Gene Caballero shared a fantastic story of a founder duo bootstrapping with a paycheck, growing from $5M to $15M in one year, with a virtual team of freelancers. Your classic 21st century internet business. No outside financing whatsoever! Sramana Mitra: Let's start at the very beginning of your journey. Where are you from? Where were you born, raised, and in what kind of background? Gene Caballero: I was born in Lima, Peru. My dad's side of the family are all entrepreneurs. My grandfather had his own propeller business. We made propellers for boats. My dad actually has that business now. I'm the black sheep. I've gone into the technology side as opposed to the manufacturing of propellers. I was raised in Nashville, Tennessee and went to college in Middle Tennessee State University. I also got my Master's at MTSU. ....

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