How Entrepreneurs Learn Through Real Case Studies

I want to share with you some things we have learned in running the 1Mby1M program since 2008. Over 700 free mentoring roundtables with over 300k entrepreneurs. Thousands of case studies of successful entrepreneurs – the who’s who of tech startups – through interview based methodology development.

Our hypothesis about case-study based learning and mentoring is working very well. 

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Featured Videos

Best of Bootstrapping: Bootstrapped Algo Using Services from Detroit

I am always thrilled to see great entrepreneurship in various parts of the world that are slightly off-center. Well, Algo Founder Amjad Hussain’s journey as shared in 2018 is 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.

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702nd 1Mby1M Roundtable for Entrepreneurs Starting in 30 Minutes

Today’s 702nd FREE online 1Mby1M Roundtable for Entrepreneurs is starting in 30 minutes, on Thursday, September 11, at 8 a.m. PDT / 11 a.m. EDT / 5 p.m. CEST / 8:30 p.m. India IST. CLICK HERE to join. PASSWORD: startup  All are welcome!

Video FAQs

Bootstrapping an EdTech Venture to $6M, Ready to Scale with AI: Daniel Santos, CEO of Prepory (Part 6)

Sramana Mitra: What else is interesting in the strategy or in any moves that you’ve made leading up to now, in 2025? What else is worth discussing in your journey?

Best of Bootstrapping: Bootstrapped a Travel Business to $5M

Under30Experiences Co-founder Matt Wilson has built a fantastic business using content marketing to sell travel experiences to young adults. Very cool! Here is our conversation from 2018.

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 City. It’s not really that close to the city, but it wasn’t extremely rural. I just started being an enterprising young man whether it was by mowing lawns or picking golf balls out of the local ponds. Selling the golf balls on eBay was my first online business. That really ignited the passion for entrepreneurship. Baseball cards would probably be the other thing that I was really passionate about when I was younger.

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Bootstrapping an EdTech Venture to $6M, Ready to Scale with AI: Daniel Santos, CEO of Prepory (Part 5)

Sramana Mitra: So, you were acquiring families through SEO mainly.

Daniel Santos: Yes, primarily SEO.

Sramana Mitra: So, that was not limited to South Florida anymore?

How Entrepreneurs Learn Through Honest Feedback

I want to share with you some things we have learned in running the 1Mby1M program since 2008. Over 700 free mentoring roundtables. Over 300k entrepreneurs have participated.

It is extremely difficult to give negative feedback to entrepreneurs without triggering a defensive reaction. I was not good at this when we started.

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The Ultimate 1Mby1M Decision Guide: Restructuring Playbooks for Profitability

1. Will 1Mby1M help me pivot from a “growth-at-all-costs” approach to a “profit-first” model, if necessary?