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Bootstrapping Using Services from Pune: Mindbowser CEO Ayush Jain (Part 1)

Posted on Monday, Sep 30th

Services companies are easy to bootstrap, but often, they grow slowly in the beginning. How do you accelerate? This discussion is about the levers of acceleration.

Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 7)

Posted on Sunday, Sep 22nd

Sramana Mitra: Category creation is interesting. Let’s talk about category creation. Ryan Millman: Undigital is a category creator. We’ve invented what we call in-package personalization. Category creation is extremely different. When you go out to a company as a category creator, nobody has you in the budget, right?

Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 6)

Posted on Saturday, Sep 21st

Sramana Mitra: Okay. All right. So I understand your business. Where do you go from here? Ryan Millman: I spend all my time focusing on Undigital, my newest endeavor. It is a little bit related, but it is more of a pure technology company. From a personal perspective, when the companies get big and mature, a lot

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Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 5)

Posted on Friday, Sep 20th

Sramana Mitra: Relatively soon after that [around 2004], this market started to develop, including with venture funded competitors, right? There were a number of very successful venture funded competitors that hit this market. How did you deal with that competition?

Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 4)

Posted on Thursday, Sep 19th

Sramana Mitra: I’m trying to help my audience learn from what you’ve done. What is the rationale for having separate companies?

Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 3)

Posted on Wednesday, Sep 18th

Sramana Mitra: How did you build that relationship? That is a journey story that would be interesting.

Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 2)

Posted on Tuesday, Sep 17th

Sramana Mitra: Was there a business model? Were you monetizing? Ryan Millman: Yes. Initially, the business model was based on ad revenue – everything in 1999 was ad revenue-based. I figured out how to tie in with some APIs to one of the first digital photograph manufacturers. People could then order the photographs they were

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Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 1)

Posted on Monday, Sep 16th

Ryan has built a portfolio of bootstrapped businesses over the last 25 years that adds up to over $50M in revenue. He discusses the strategies and nuances, pivots and positioning, and more.