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

Posted on Wednesday, Sep 4th

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

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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

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

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Best of Bootstrapping: BioConnect CEO Bootstraps with Sophisticated Strategic Maneuvering

Posted on Friday, Jul 12th

BioConnect CEO Rob Douglas has built a thriving founder-financed business from Toronto using very sophisticated strategic maneuvering. I just loved discussing the strategic nuances of this business. You’ll learn a LOT from reading this story. Sramana Mitra: Let’s start at the very beginning of your journey. Where are you from? Where were you born, raised,

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

Posted on Tuesday, Jul 9th

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

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

Posted on Friday, Jul 5th

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

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Best of Bootstrapping: How FormAssembly CEO Bootstrapped a Virtual Company with a Paycheck

Posted on Friday, Jun 21st

Cedric’s story is a textbook case study of the kind of entrepreneur we want to see emerge and grow in every corner of the world: a solo entrepreneur who is a developer and a product guy capable of getting to validation while holding onto a day job. Today, FormAssembly CEO Cedric Savarese has almost 50

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Best of Bootstrapping: How RainmakerForce CEO Mack Sundaram Bootstrapped Decisively to $5 Million+

Posted on Friday, Jun 14th

Mack has built a successful business optimized for autonomy and profitability. Excellent navigation! Sramana Mitra: Let’s go to the very beginning of your journey. Tell us where you’re from. Where did you grow up? Where were you born and raised? Mack Sundaram: I was born in South India in a village near Chennai. I spent

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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

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

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