Misfits make the best content creators

And startup founders are the ultimate misfits

Alyssa Greenfield
2 min readJan 23, 2023


This post originally appeared in my thought leadership newsletter for founders, Leading Out Loud.

I keep coming back to this one thought: Founders are the ultimate misfits. And I wholeheartedly believe that misfits are the ultimate content creators.

While Merriam-Webster’s definition sounds pretty negative, I think there are some beautiful truths here.

Founders DO fit badly. With conventional thinking.

They ARE poorly adapted. To the way the rest of the business world does things.

So here’s to the misfits.

The ones who can’t be bothered with fitting in.

The ones who had the wildest imaginations on the kindergarten playground.

The ones who’ve always been fearlessly original because they couldn’t imagine any other way of living.

The ones who are most likely to lead with: “I have a crazy idea… hear me out”.

The ones who aren’t afraid to ask the hardest questions.

The ones who throw out the instruction manual again and again.

The ones who’ve taken life and career leaps without a well-formed plan.

We need more misfits sharing their stories and how they think about their companies, industries and the world. More crazy ideas. More refusal to do things the way they’ve always been done.

Will 2023 be the year you share your misfit ways with the world? People are waiting.

Liked reading this? I publish thought leadership and storytelling tips for founders every week in my newsletter, Leading Out Loud. Subscribe here.



Alyssa Greenfield

Thought leadership strategist and ghostwriter for startup founders | Sharing content that supports fundraising, team building and customer acquisition