Best of Bootstrapping: Serial Entrepreneur Bootstrapped to $27 Million

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This is a wonderful story from 2016 of a serial bootstrapper, then Tanga CEO, Jeremy Young. He built a wonderful e-commerce business similar to Groupon, but with no outside money.

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

Jeremy Young: I was born in Spokane, Washington. My dad had ended up moving our family across the border to Idaho, which is about 45 minutes away. That’s where I grew up. I have six brothers and sisters—two older brothers and four younger sisters. I was raised in a middle lower class home. My dad worked the same job for 30 years. My oldest brother, Jeff, who is five years older than me ended up getting several jobs while he was in high school and got me interested in business and work in general. He’s a role model to me. He worked very hard and always had lots of money. He was able to buy cars, stereo equipments, and video games. I learned from him and really wanted to earn money as well.

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Best of Bootstrapping: Co-founders Bootstrapped with a Paycheck to Exit

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One Click Ventures Co-founders Angie Stocklin and her husband built a portfolio of e-commerce businesses using a very unusual strategy. I had a lot of fun learning about their journey back in 2016, and hope you will as well. One Click Internet Ventures was acquired by Foster Grant, International in July of 2018.

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?

Angie Stocklin: I was born in a small town called Paisley in Indiana. It’s a town of about 2,500. My mom was a teacher and my dad is a farmer and somewhat of an entrepreneur in the fact that farming is a self-employed type of business. My dad and his brothers owned an implement dealership. They sold tractors. I grew up with a little bit of an entrepreneurial spirit. I went to college at the University of Evansville and started studying Psychology. I went on to get my Masters and my educational specialist degree in School Psychology. I worked as a school psychologist for three years before starting One Click.

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Best of Bootstrapping: Bootstrapped a Niche E-commerce Venture

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I’ve always been bullish about niche e-commerce. Here’s the story from 2016 of an entrepreneur who had successfully bootstrapped a company in high-end light fixtures, Elite Fixtures CEO Steven Annese.

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?

Steven Annese: I’m a child of an Italian immigrant. I was born in New Jersey. It was in the 70s when most of the Italians migrated.

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Best of Bootstrapping: Bootstrapped a Software Company to Global Scale

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This is a fascinating story from 2016 of a Ukrainian entrepreneur bootstrapping her CRM Software company to global scale. We’re thrilled to bring you Creatio (formerly BPMOnline) Founder CEO Katherine Kostereva’s inspiring and super intelligent entrepreneurial journey.

Sramana Mitra: Let’s get going. Where are you from? Where were you born and raised? Let’s go to the very beginning of your personal journey.

Katherine Kostereva: I was born in Ukraine. Since childhood, I’ve been traveling a lot and visited many countries worldwide. I graduated in 1999 with a Bachelors in Computer Science. Shortly after that, I got my MBA. Even from high school, I was obsessed with technology. I was thinking of the ways to transform business through technology. Technology has always attracted me.

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Best of Bootstrapping: Bootstrapped and Managed an Excellent Pivot

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In 2021, Oomnitza Co-founder CEO Arthur Lozinski spoke with me about an excellent pivot that is quite enlightening.

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?

Arthur Lozinski: Both my parents were from the Soviet Union. I was born in the Soviet Union in a country called Latvia. It was in 1989 right before the wall fell. Both my parents grew up in the Soviet Union. There is a quote by Napoleon Bonaparte that says, “If you want to understand a man, you have to understand where he was in his 20s.” My parents grew up in communist Russia and my upbringing was influenced by that. Education was really important. I grew up in Germany. My parents emigrated to Germany when I was a small child and then we moved to the Silicon Valley just before high school.

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Best of Bootstrapping: Bootstrapped First, Raised Money and Exited

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“My journey was as unexceptional as you can imagine,” says Rukkus Founder CEO Manick Bhan, in describing how he got to $1 million annual revenue rate in transactions before raising financing. He shared the whole story with me in 2021. Rukkus was acquired in 2018.

Sramana Mitra: Let’s start by going back to your very beginnings. I want to hear about where you were born, raised, and in what kind of background.

Manick Bhan: Both my parents come from Kashmir. They raised me in Baltimore, Maryland. That’s where I was born. I’ve grown up mostly in the United States. In the very early days, I liked to take things apart. When I was nine, they bought me this bicycle. The first thing I did was I opened the whole thing up. I took out all the screws and basically dismantled the beautiful bike. They were a little horrified about it because it was a birthday present. This has been pretty constant in my life. I like to take things apart and figure out how they work.

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Best of Bootstrapping: Bootstrapped Using Services from Atlanta

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We continue our coverage of bootstrapping using services with a conversation from 2020 with Codesigned Founder CEO Jake Weaver.

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?

Jake Weaver: I’m from a very small town in the middle of Missouri in the Midwest called Lynn Creek, which had a population of just 289 people. It’s nowhere near any of the tech industries today with the farming and vacation towns. There’s not a whole lot of business there. 

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Best of Bootstrapping: Bootstrapped a Tech Product Company from India

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

Some of us have worked relentlessly for decades to bring about the change in India from a largely services-driven technology industry to one that today produces credible products sold all over the world. Ameyo is one of the early examples of this shift, and Co-founder CEO Sachin Bhatia is an early visionary in this journey. Ameyo was acquired by Exotel in 2021.

Sachin is also a long-term reader of this blog. It is always a great pleasure for me to do the Entrepreneur Journeys of my long time readers who have benefited from these stories and the invaluable lessons shared by so many entrepreneurs since 2006. This is our conversation from December 2020.

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

Sachin Bhatia: I was born in New Delhi, India. I graduated from IIT. I’m a computer science graduate. I did my Bachelors in Computer Science in 2001. I have my whole family in India. My father was in the manufacturing business. In our college days, we thought that India should make some more products. That is how the journey started. I started this with a couple of my batchmates at IIT. 

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