An Uncomfy Story

About three months ago I was in an Uncomfy Hour with a group of Uncomfy Regulars.

If you haven’t been to an Uncomfy Hour yet, it’s where you do the thing that’s uncomfortable that you’ve been avoiding. Ideally, it’s a thing that might not work but has massive upside. If you do a bunch of those, you’ll eventually hit on one that can change the business. We hop on Zoom, say what we’re going to do, then go on mute and work on that thing for the 55 or so minutes left.

Anyway, during that particular Uncomfy Hour I’d been swamped leading up to it and forgot to plan something to do. So, once it was my turn to say what I’d work on, I just blurted out, “I’m going to cold email Seth Godin to try to get him to come on the pod.”

Last week, Seth came on the pod. Uncomfy works. But more importantly, thinking up things that have the potential for massive upside is a critical part of the business lots of our founders forget. You can’t just solve iterative problems — you’ve gotta chase exponential opportunities to get the type of momentum a startup needs.