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Best of Bootstrapping: Niche Player Bootstrapped to $13 Million

Posted on Tuesday, Oct 7th

I’m very bullish about market opportunities that are large enough to build sizable businesses but not large enough such that VCs end up funding numerous competing companies. This case study – my interview from 2018 with David Lloyd, Co-founder and CEO of The Intern Group – shows you how a niche player with a $150

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Best of Bootstrapping: Bootstrapped an AI Startup to $10M

Posted on Wednesday, Oct 1st

You hear about fast growth, bootstrapped AI startups. Here’s a great story about one. Undetectable AI CEO Christian Perry is not very interested in raising Venture Capital. Sramana Mitra: All right, Christian, let’s start at the very beginning of your journey. Where are you from? Where were you born and raised? What kind of background?

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Best of Bootstrapping: Solopreneur Bootstrapped with Paycheck to $15M+

Posted on Tuesday, Jul 1st

SoPost Founder and CEO Jonathan Grubin started as a solo entrepreneur, bootstrapped with a paycheck, and had built an over $15 Million revenue global business with a small amount of funding when we spoke in 2021. Excellent story! Sramana Mitra: Let’s go to the very beginning of your journey. Where are you from? Where were

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Best of Bootstrapping: VC-Funded Venture After Bootstrapping to Exit

Posted on Wednesday, Jun 25th

A very effective way to dance the entrepreneurial Waltz is to do a bootstrapped company first, sell it, and then do another venture with a more ambitious agenda. From 2021, Jeremy Swift’s journey as Co-founder and CEO of Cordial is a great case study of this method. Sramana Mitra: Let’s go to the very beginning of

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Best of Bootstrapping: Founder Bootstrapped to $10M Using Services

Posted on Wednesday, Jun 11th

Founder Sameer Maggon discussed bootstrapping SearchStax to $10 million using services with me in 2021. Excellently navigated journey! Sramana Mitra: Let’s start at the very beginning of your journey. Where are you from? Where were you born, and in what kind of background? Sameer Maggon: I grew up in Delhi. I did my engineering in Computer

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Best of Bootstrapping: Co-founders Bootstrapped First, Scaled to $16M

Posted on Wednesday, Jun 4th

This is a textbook case study of founders with deep domain knowledge in starting with services and then productizing, eventually raising institutional capital. EZOPS Co-Founders Sarva Srinivasan and Dutt Chintalapati told us all about their journey in 2021. Sramana Mitra: Let’s start at the very beginning of your journey. Where were you born? Where does

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Best of Bootstrapping: Bootstrapping an Enterprise Software Business for 30 Years

Posted on Friday, May 9th

Dean Guida, CEO and Founder at Infragistics, has a real passion for the elegance, simplicity, and beauty of software development. He has built a company celebrating these values and shared his story with me in 2021. Sramana Mitra: We will start at the beginning of your journey. Where are you from? Where were you born

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