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Best of Bootstrapping: Peruvian Entrepreneur Bootstraps to $200M

Posted on Monday, Jan 25th 2021

If you haven’t already, please study my free Bootstrapping course

We hear a lot from Indian and Chinese entrepreneurs. We hear some from Europeans. But thus far, not as much from Latin American entrepreneurs. WEI President Belisario Rosas is Peruvian, and is also interested in fostering further entrepreneurship in Latin America.

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

Belisario Rosas: I was born in Lima, Peru.

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Best of Bootstrapping: Bootstrapping to $15M in Three Years

Posted on Friday, Jan 22nd 2021

If you haven’t already, please study my free Bootstrapping course

Extraordinarily tight, disciplined strategy and execution has enabled Connatix Founder CEO David Kashak to build a tremendously fast growth company with a small team. A lot to learn here.

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?

David Kashak: I was born in Israel. I grew up in Israel and studied engineering at Tel Aviv University. After studying, I started as a programmer in a cyber security company in Israel. At one point, they offered to relocate me to New York. That offer was very interesting because I wanted to get more exposure to business. I moved to New York.

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Best of Bootstrapping: Bootstrapping ProjectManager.com from NZ, Scaling in the US

Posted on Thursday, Jan 21st 2021

If you haven’t already, please study my free Bootstrapping course

I have always said that you need to bootstrap your way to validation and traction. ProjectManager.com Founder CEO Jason Westland did just that, and built a robust company from New Zealand. Read on, it’s a fabulous 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?

Jason Westland: That’s further back in time than I expected. I’m from New Zealand in the Southern Alps. My first job was managing a project of 25 people. I was 22, just out of university. I was in project management until around 15 years ago when I became the General Manager of a software company that grew fast. I was inspired to start my own business based on reporting to a Board that I learned a lot from. This is the third business that I’ve started.

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Best of Bootstrapping: Bootstrapping Identity Automation Using Services from Houston

Posted on Wednesday, Jan 20th 2021

If you haven’t already, please study my free Bootstrapping course

Identity Automation Founder James Litton built an identity management software company from Houston and then went upmarket.

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 circumstances?

James Litton: I am a native Houstonian. I’m a rare breed. I was born and raised in Houston. In terms of circumstances, I think I’m from your quintessential American middle-class family.

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Best of Bootstrapping: Serial Bootstrapper Bootstraps to $27M

Posted on Tuesday, Jan 19th 2021

If you haven’t already, please study my free Bootstrapping course

This is a wonderful story of a serial bootstrapper, Tanga CEO Jeremy Young. He has 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: Bootstrapping an IoT Company from North Carolina

Posted on Monday, Jan 18th 2021

If you haven’t already, please study my free Bootstrapping course

North Carolina, at one point, had a large concentration of cellular technology companies. Some of that talent has come together around IoT, including Bob Witter, CEO of Device Solutions.

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 circumstances?

Bob Witter: I was born in Springville, New York. It’s in the western part of New York. I grew up in central New York. I went to school at State University of New York and graduated in 1981 with degrees in Computer Science and Mathematics. I started my career in Rochester with Eastman Kodak company in the medical products division that was brand new at that time. I learned a great deal about how to do medical products that has certainly served me well even today at Device Solutions.

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Best of Bootstrapping: Bootstrapping an Education Company

Posted on Friday, Jan 15th 2021

If you haven’t already, please study my free Bootstrapping course

Tod Browndorf, CEO of Coggno, has built an interesting online education company focused on specific niche course types. Read on to learn more.

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?

Tod Browndorf: Wow! We’re really going way back. I’m originally from the east coast. I was born in South Carolina but was raised in New York and New Jersey for most of my life. I lost my father when I was 10 and a half years old. I started working very early in life. He was in the manufacturing business. I started working early through school. I travelled the world pretty extensively. I lived in Australia for quite a while. I lived in the Middle East and eventually started my career in Finance. I started off as a trader on Wall Street, then later here in San Francisco.

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Best of Bootstrapping: Co-founder Bootstrapped with a Paycheck from Indiana

Posted on Thursday, Jan 14th 2021

If you haven’t already, please study my free Bootstrapping course

One Click Ventures Co-founder 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, and hope you will as well.

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.

Sramana Mitra: What year are we talking about when you started One Click?

Angie Stocklin: My husband and I started the business together in 2005.

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