April 21, 2025

The Billion Dollar Solopreneur

One of the organizers of the FRAK 2025 conference for fractional professionals invited me to submit a talk for their upcoming event.

(Big thanks to Mark Sherwood-Edwards for the referral!)

The three themes of the conference are:

I was excited to see this because it gave me a reason to finally weave together several threads that have been floating around in my head for the last year or so.

Here’s what I came up with for the talk submission:

The Billion Dollar Solopreneur—Four technology supercycles—the internet, mobile, digital payments, and now generative AI—have radically lowered the cost of scale, making it possible for a single expert to build a billion-dollar business. In the “Billion Dollar Solopreneur” Era, the next unicorn won’t be a startup—it’ll be a solo operator with deep expertise, a sharp point of view, and a stack of automation doing the work of 50 employees. In this talk, Jonathan Stark invites fractional leaders to reimagine the future of scale—not as headcount, but as intellectual leverage.

We’ll see if they accept it!

Either way, I’d love to flesh the idea out more, so if you have questions/comments/concerns/objections, just hit reply and lemme know :-)

Yours,

—J

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