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Entrepreneurs on Fire · 2025-06-29 · 25 min · 5,153 words

How to Bootstrap a Software Company and Take on the Giants with David Siteman Garland: An EOFire Classic from 2022

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Who's Reddit's Rock today, Fire Nation? JLD here and welcome to Entrepreneurs on Fire, the only daily show interviewing the world's top entrepreneurs seven days a week. Today we're pulling a classic episode from the archives and we'll be breaking down how to bootstrap a software company and take on the giants. To drop these value bombs, I brought David Seitman-Garland into EOFire Studios. He is a co-founder of Nerdly.

And besides bootstrapping a company that sold over $10 million in online courses, which was Rise to the Top, he is known as an expert in new media, online monetization, and more. In today Foundation, we'll talk about how to focus on one strategy, how to be great in creating products and marketing, and how you can scale your software business by having a niche and being lean, mean, and fast instead of being broad and expensive and oh so much more. And a big thank you for sponsoring today's episode goes to David and our sponsors. Franosity has helped hundreds of people leave unfulfilling jobs, invest in recession resilient businesses, and create legacy income for their families through franchising. Visit franosity.com.

That's f-r-a-n-o-ci-i-t-y.com to book a free consultation and start your franchising journey with expert guidance. David, say what's up to Fire Nation and share something that you believe about becoming successful that most people disagree with. That's a tough one. Well, you know, first of all, thank you, GLD, for having me. And what's up, Fire Nation?

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