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Bootstrapping in the Age of AI

Posted on Tuesday, Jun 17th 2025
Boots over waterfall representing bootstrapping.

The Age of AI is also the golden age of Bootstrapping. And it is the golden age of Solo Entrepreneurs. With AI, you can build a lot in an ultralight mode and get VCs salivating. The key is Positioning. Let’s discuss the nuances.

With the advent of AI startups like MidJourney bootstrapping from 0 to $200M with 11 employees, lean startups are taking front stage.

The stigma around solo entrepreneurs is going to vanish if you can show traction by bootstrapping.

In fact, VCs are going to salivate over solo entrepreneurs who are achieving velocity without funding and with ultralight teams.

The key is Positioning. Velocity is 100% a function of Positioning. What do you build? For whom?

If you need help positioning your startup as a solo entrepreneur, join 1Mby1M Premium.

So, are you a solo entrepreneur trying to bootstrap an ultralight AI startup?

Which of these categories describe you best? Please explain your situation in the comments below. Happy to dialogue on specifics. Each category has its own nuances.

Solo techie founder?

Solo non-technical founder?

Solo first-time founder?

Solo repeat founder with a track-record?

Solo founder Bootstrapping with a Paycheck?

Solo founder trying to build a Unicorn?

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