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Entrepreneur Journeys

Capital Efficient Entrepreneurship: Glamping Hub CEO Ruben Martinez (Part 1)

Posted on Thursday, Sep 19th 2019

Travel has been a popular category for entrepreneurs to build capital-efficient businesses in. Read the story of Glamping Hub.

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?

Ruben Martinez: I was born and raised in Albuquerque, New Mexico. I went out to University of New Mexico for a year before I transferred to a university here in Denver, Colorado.

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Bootstrapping First from Colorado, Then Scaling with VC Funds: Faction CEO Luke Norris (Part 1)

Posted on Monday, Sep 16th 2019

Luke has executed a tremendously effective Bootstrap First, Raise Money Later strategy with Faction.

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?

Luke Norris: I was born in Nevada. 

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Capital Efficient Entrepreneurship: Jeff Wilkins, CEO of Motili (Part 1)

Posted on Wednesday, Sep 4th 2019

Jeff has turned $1M of personal investment (with his Co-Founder) to $80 million in revenue. Pretty capital-efficient, this entrepreneur’s journey!

Sramana Mitra: Let’s start with where your story begins. Where are you from? Where were you born, raised, and in what kind of background?

Jeff Wilkins: I grew on the East Coast. I was born in Bethesda, Maryland, outside of Washington DC and moved around a lot as a kid. I spend time in Maryland, North Carolina, Texas, Oklahoma, and Pennsylvania.

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Candid Discussion of a Bootstrapper’s Journey through Failures to Success: Robly CEO Adam Robinson (Part 1)

Posted on Monday, Aug 12th 2019

Entrepreneurs love to discuss success. Few are willing to discuss what they tried and failed at. Adam does a terrific job of sharing his journey through various failed experiments to a model that is now gaining traction.

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?

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Building Two Open-Source Startups in a Row: Sysdig CEO Loris Degioanni (Part 1)

Posted on Tuesday, Jul 9th 2019


Loris has specialized expertise in building Open Source companies. Read how he has done it twice.

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?

Loris Degioanni: As you can tell from my accent, I wasn’t born in the United States. I was born in Italy. I was born in a unique part of Italy. I was raised in a little town called Menaggio in one of the mountain valleys connecting Northern Italy and Southern France.

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Building Businesses in Aftermarket Designer Merchandise: ShopWorn CEO Richard Birnbaum (Part 1)

Posted on Friday, Jul 5th 2019


Richard has built several business in the “shopworn” designer merchandise segment. Learn more about the business through his journey.

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?

Richard Birnbaum: I grew up in Brooklyn, New York. I was born into a family of merchants. My father taught me at a young age that everything is about value. Even when we’d go to a diner as a kid, he couldn’t go on raving enough about what a great deal it is they’re offering us. He’d say, “We get a salad. We got Jell-O for dessert.” He instilled in me, at an early age, that it’s all about value and giving the customer a great deal.

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Bootstrapping With A Paycheck to YCombinator and $10M Series A: Ryan Chan, CEO of UpKeep (Part 1)

Posted on Tuesday, Jun 11th 2019

Ryan took a hobby project that he bootstrapped with a paycheck and managed to get into YCombinator.

From there, he raised a $10M Series A from a top-tier Silicon Valley firm, Emergence Capital.

Excellent execution thus far.

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?

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Bootstrapping From a Small Town in Denmark to $12 Million: Sebastian Peterson, CEO of TrendHim (Part 1)

Posted on Wednesday, May 29th 2019

What a wonderful story of an ecommerce company bootstrapping to $12 million from a small town called Horsens in Denmark. All 60 employees work out of Horsens currently.

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 Peterson: 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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Taking a Capital Efficient Company Public and Beyond: Medidata CEO Tarek Sherif (Part 1)

Posted on Monday, May 27th 2019

We’ve covered Medidata in TLHIT before. This time, we look at the entrepreneurial journey of this wonderful company.

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

Tarek Sherif: What you’d hear in my journey is a great example of the American dream. I was born in Cairo, Egypt. My mother is German and my father is Egyptian. He was a criminologist.

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Capital Efficient Entrepreneurship: Bongo CEO Josh Kamrath (Part 1)

Posted on Friday, May 24th 2019


Bongo has turned a ~$1M investment into $6M+ in annual revenue with a compelling growth projection in the next couple of years.

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? 

Josh Kamrath: I was born in Phoenix, Arizona. I lived there until I was 12. Then my family moved to Colorado, which I consider my home. I grew up there and went to college at Colorado State University where I met my wife Josie. She’s from California. I graduated a year ahead of her.

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