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Entrepreneur Journeys

Bootstrapping to $10 Million: Gesture CEO Jim Alvarez (Part 1)

Posted on Monday, Nov 13th 2017

Jim has bootstrapped a $10M company by providing a software solution to the charity auction management problem. Interesting 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?

Jim Alvarez: I was born and raised in the south side of Chicago. I went to college at the Indiana University.

Sramana Mitra: What did you study? >>>

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Scaling to Profitability with $20 Million in Venture Capital: CloudShare CEO Zvi Guterman (Part 1)

Posted on Monday, Nov 13th 2017

Zvi has built a $25M a year in profitable revenue with $20M in venture capital from Sequoia and other investors.

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?

Zvi Guterman: I was born in a small village of Israel to a family of farmers. I feel fortunate that we are changing the world in a small way. We are able to influence people today in such an easy way. Sometimes when you have a long day with funding issues and customers, I reflect back and miss the simplicity of a farm life. >>>

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Building a Venture-Scale MarTech Company in Silicon Valley: Chaitanya Chandrasekhar, CEO of Quantic Mind (Part 1)

Posted on Monday, Nov 6th 2017

Chaitanya and his co-founders bootstrapped an MVP and then went on to raise $35 million in several rounds of funding. The company is now over $10 million in Annual Recurring Revenue.

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

Chaitanya Chandrasekhar: I grew up in India in, what is today called, Chennai. I can’t get myself to call it that. I call it Madras. I >>>

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Bootstrap First, Raise Money Later from Udupi, Karnataka: Rohith Bhat’s Exhilarating Journey with Robosoft (Part 1)

Posted on Thursday, Nov 2nd 2017

Rohith started a services company in his hometown – a small town on the west coast of Karnataka, India. Fifteen years later, the company is generating $18 million in revenue and has raised two sizable rounds of VC funding. I found the story exhilarating!

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

Rohith Bhat: I was born in Udupi, India. It’s a small town on the west coast of the country. Then I went to the local school and >>>

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Building a Robust Niche Business: FilmTrack CEO Jason Kassin (Part 1)

Posted on Monday, Oct 23rd 2017

You’ve heard me say over and over again that niches make for great business opportunities. In this story, you will read how an entrepreneur with deep domain knowledge in the film industry created a robust niche business.

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 Kassin: I’m from a little town called Brooklyn, New York. I was actually born in upstate New York just by accident. It was summer and that’s where my family happened to be at that time. I came of age, from a computer standpoint, during that dawn of the personal computer era. I’ve been working in the computer world and the software world since the dawn of the personal computer era. >>>

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Capital Efficient Entrepreneurship: Don Mal, CEO of Vena Solutions (Part 1)

Posted on Monday, Oct 9th 2017

 

Don Mal

Don grew up in a small island off the East Coast of Canada, and has built a capital-efficient business leveraging some key strategic assets. Very instructive interview.

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?

Don Mal: I was born in India and immigrated to Canada when I was seven years old. We moved from Northern India to a small >>>

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An Unconventional Set of Financing Paths: SRAX Founder Chris Miglino (Part 1)

Posted on Wednesday, Oct 4th 2017

Chris Miglino

If you think venture capital is the only path to funding companies, you are, obviously wrong. Chris talks about a whole other world of OTC.

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?

Chris Miglino: I was born in Statten Island, New York. My parents grew up in the Lower East Side. My mom grew up in >>>

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A Serial Bootstrapper’s Journey: Beyond Security CEO Aviram Jenik (Part 1)

Posted on Monday, Oct 2nd 2017

Going against the grain of Venture Capital mania, in 1999, Aviram started his second bootstrapped venture. 18 years later, he is still running it. Happily!

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?

Aviram Jenik: I was born and raised in Israel. I moved to California about 10 years ago. I spent most of my adult life in >>>

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Bootstrapping to $30 Million from Florida: SproutLoud CEO Jared Shusterman (Part 1)

Posted on Thursday, Sep 28th 2017

Jared bootstrapped his company with his Barmitzvah money. Read his wonderful 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?

Jared Shusterman: I was born in Miami, Florida. I’m one of the few South Florida natives. I grew up in a middle class family that had a very heavy focus on education. After I graduated high school, I went to the University of Virginia. I got a Bachelors degree with a Finance and Marketing concentration. Shortly after that, I moved out to San Francisco and worked for an >>>

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Building a Two-Sided Marketplace: LawnStarter CRO Ryan Farley (Part 1)

Posted on Monday, Sep 25th 2017

As you know from our prior coverage, we like niche two-sided marketplaces a lot. Here’s another one to study. Please note, this company went through TechStars, and had a validated business before getting into TechStars, as we have seen in several other case studies.

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?

Ryan Farley: I grew up in Washington DC metro area. I went to school at Virginia Tech for Mechanical Engineering. I >>>

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