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Bootstrapping

Best of Bootstrapping: English Major Bootstrapped a Tech Company

Posted on Thursday, Jan 18th 2024

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page. 

Kevin Groome, Founder of Pica9, had done an excellent job of bootstrapping his tech company without a tech background when we spoke in 2019. Inspiring story for many in his shoes.

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?

Kevin Groome: I grew up in Princeton, New Jersey. I went to school there. I had the good fortune, in those early years, to be around a bunch of people who weren’t famous at that time but went on to be very famous. I went to History class with Jeff Bezos. I went to English Literature class with Michelle Obama, and I even went to acting class with Brooke Shields.

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Best of Bootstrapping: Bootstrapped in Europe, Raised Money and Went Global to Exit

Posted on Tuesday, Jan 16th 2024

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page. 

We’ve seen some excellent European companies make successful transitions into becoming global software companies. In 2018, MP Objects CEO Martin Verwijmeren shared an excellent and inspiring story for European startups to emulate. MP Objects was acquired by Kinaxis for $45 million in 2022.

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?

Martin Verwijmeren: I’m from the Netherlands but living in Boston these days. Before moving to Boston, I lived in Amsterdam. I was working for our European headquarters in Rotterdam. Nowadays, I’m working from our US headquarters in Boston.

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Best of Bootstrapping: Bootstrapped to $5M First, Raised $10M Later

Posted on Monday, Jan 15th 2024

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page. 

In 2019, French entrepreneur and Toucan Co-founder CEO Charles Miglietti told me the story of how he bootstrapped first to $5 million ARR and then closed a $10 million round.

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?

Charles Miglietti: I’m from France. I grew up in Normandy. I did engineering. I’m married with three kids. 

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Best of Bootstrapping: Bootstrapped a Technician Marketplace to $10M

Posted on Thursday, Jan 11th 2024

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page. 

Home Alliance Founder CEO Sardor Umrdinov had bootstrapped a marketplace of home appliance technicians to over $10 million in revenue by the time when we spoke in 2019. Great story.

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?

Sardor Umrdinov: I was born and raised in Uzbekistan. I went to Russian kindergarten and school. When independence came, my parents moved me to a national school. I was there for one year. After that, they moved me to the Lyceum for boys. I studied there for another six or seven years.

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Best of Bootstrapping: Bootstrapped to YC and a $10M Series A

Posted on Wednesday, Jan 10th 2024

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page. 

UpKeep Founder CEO Ryan Chan took a hobby project that he bootstrapped with a paycheck and managed to get into Y Combinator. From there, he raised a $10 million Series A from a top-tier Silicon Valley firm, Emergence Capital. Excellent execution as of this podcast interview from 2019.

Sramana Mitra: Let’s start from the very beginning of your journey. Where are you from? Where were you born and raised? What kind of background?

Ryan Chan: I was born in Kentucky. My family moved there for my father’s job. But then, we quickly relocated to California. I grew up and was raised in a small suburb in Los Angeles called Oak Park. Not many people know where that is, but it’s about 20 miles west of downtown Los Angeles.

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Best of Bootstrapping: Bootstrapped an E-commerce Business to $12M

Posted on Tuesday, Jan 9th 2024

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page. 

What a wonderful story of an e-commerce company bootstrapping to $12 million from a small town called Horsens in Denmark. When we spoke in 2019, all of the 60 employees working under Trendhim CEO Sebastian Petersen were working out of Horsens.

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?

Sebastian Petersen: I’m from Denmark. I would say I had a pretty ordinary background. Both my parents were working in the public sector. I’ve always had an entrepreneurial spirit together with one of my best buddies growing up. We were always together.

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Best of Bootstrapping: The Journey Through Failed Experiments to Traction and Exit

Posted on Monday, Jan 8th 2024

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page. 

Entrepreneurs love to discuss success. Few are willing to discuss what they tried and failed at. When we spoke in 2019, Robly Co-founder Adam Robinson did a terrific job of sharing his journey through various failed experiments to a model that was gaining traction. Robly was bootstrapped to an 8-figure exit to private equity in 2021.

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?

Adam Robinson: I was born and raised in Houston, Texas. I went to Rice University. I graduated in 2003. One of my friends had an internship at Goldman-Sachs the year before. I didn’t know anything about it, and somehow convinced people to give me a job as a derivatives trader at Lehman Brothers. For 10 years, I traded these real estate-related, credit default swaps. It was the most interesting job for someone in their 20’s. Everybody who was doing what I was doing was making a ton of money.

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Best of Bootstrapping: Bootstrapped to Over $10M and a Big Exit

Posted on Thursday, Jan 4th 2024

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page. 

CEO Carl Ryden and his co-founders had bootstrapped PrecisionLender to over $10 million from North Carolina when we spoke in 2017. This is a superb story, including how the company has formulated an AI agent, Andi. Q2 acquired PrecisionLender for $510 million in 2019.

Sramana Mitra: Let’s start at the very beginning of your personal journey. Where are you from? Where were you born, raised, and in what kind of background?

Carl Ryden: I was born in North Carolina. I grew up in eastern North Carolina in a little town called Goldsboro. Folks don’t know where that is. It’s about halfway between Raleigh and the coast. For folks who do know, I would later confess that I’m not really from Goldsboro. I’m from an area of a county that’s closest to Goldsboro, deep in the rural part of North Carolina.

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