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Bootstrapping to $5 Million: Under30Experiences CEO Matt Wilson (Part 1)

Posted on Monday, Dec 10th 2018

Matt has built a fan business using content marketing to sell travel experiences to a millennial demographic. Very cool!

Sramana Mitra: Let’s start at the very beginning of your journey. Where are you from? Where did you grow up and in what kind of background?

Matt Wilson: I grew up in upstate New York. I grew up in a little tiny town called Stormville New York. It’s about 60 minutes outside of New York. It’s not really that close to the city where there was much happening yet. It wasn’t extremely rural. I just started being an enterprising young man whether it was mowing lawns or picking golf balls out of the local ponds. Selling them on eBay was my first online business. That really ignited the >>>

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Bootstrapping with Services from Michigan: Amjad Hussain, CEO of Algo.ai (Part 1)

Posted on Tuesday, Dec 4th 2018

I am always thrilled to see great entrepreneurship in various parts of the world that are off-center. Well, here’s a great one from Detroit.

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?

Amjad Hussain: I was born in a very small village of Pakistan.

Sramana Mitra: Where in Pakistan?

Amjad Hussain: A town about a hundred km south of Lahore. >>>

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How an IT Services Startup Wants to Disrupt Itself in the AI Era: Sanjay Jupudi, CEO of Qentelli (Part 1)

Posted on Monday, Nov 26th 2018

AI will disrupt outsourcing services companies in a very big way. We talk to Sanjay on how he plans to prepare.

Sramana Mitra: Let’s go back to the very beginning of your personal journey. Tell me where you’re from, where were you born, raised, and in what kind of background. Since this is a co-founder story, it would be great if you could also bring a little bit of Prasanna’s story.

Sanjay Jupudi: I’m from India.

Sramana Mitra: What part of India? >>>

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Bootstrapping a Virtual Company to 5 Million Plus: Nick Shaw, CEO of Renaissance Periodization (Part 1)

Posted on Thursday, Nov 8th 2018

Nick has built a very interesting e-learning company and addressed scalability with nifty strategic choices. Read on. You’ll learn a lot.

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?

Nick Shaw: I was born and raised in the state of Michigan. I grew up with the goal of wanting to go to the University of Michigan. It’s a top-level school. I was lucky enough to get accepted there. I started in the Sports Management program. I originally wanted to be an athletic director. >>>

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Bootstrapping with Paycheck to $15 Million from Tennessee: Gene Caballero, CEO of GreenPal (Part 1)

Posted on Monday, Oct 29th 2018

This is a fantastic story of a founder duo bootstrapping with a paycheck, now growing from $5M to $15M in one year, with a virtual team of freelancers. Your classic 21st century internet business. No outside financing whatsoever!

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?

Gene Caballero: I was born in Lima, Peru. My dad’s side of the family are all entrepreneurs. My grandfather had his own propeller business. We >>>

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Capital Efficient Entrepreneurship: Neil Vaswani, CEO of Corestream (Part 1)

Posted on Monday, Oct 22nd 2018

Neil has turned a $3M investment into a ~$10M annual revenue company by addressing a cumbersome piece of workflow in benefits management. Read on to learn how.

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?

Neil Vaswani: I was born in New York and lived there for a part of my life. My parents are from India. I did live in India for a while and spent some time in Europe. I went to school at Babson College and then moved back to New York City right around 2000. I started Corestream probably about 2006. >>>

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Building a Fast Growth, Cutting-Edge Insurance Brokerage: Karn Saroya, CEO of Cover (Part 1)

Posted on Monday, Oct 22nd 2018

This is a terrific story of a team that has tremendous expertise in building and acquiring customers for consumer apps, and how they applied that unfair advantage to disrupt a domain (insurance).

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?

Karn Saroya: I’m a Canadian living in Silicon Valley. I was born in Canada in Vancouver. I was born and raised there. I went to Queens and eventually MIT. >>>

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Building a VC-Funded B2C CRM Company From Virginia: Zaius Founder and CTO Spencer Pingry (Part 1)

Posted on Monday, Oct 15th 2018

We love companies that have roots in off-center geographies. Zaius started in Virginia, raised capital in Boston, and has grown to ~500 customers with a $24k average ARR per customer. These are healthy metrics, and for the team in Virginia, accomplishments to be proud of.

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?

Spencer Pingry: I was born and raised in Tucson, Arizona. I lived there for the first 24 years of my life. I went to the University of >>>

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