What if the safest career move right now is… refusing to be one thing?

In this episode, Alice Phillips and Dan Emery are joined by Charlie Rogers, founder of Undefineable Life Design and author of a new book launching this March.

Charlie introduces the idea of the “undefinable” — people whose working lives don’t fit neatly into a single job title, industry, or identity. Not because they’re unfocused, but because they’re layered.

Against a backdrop of AI acceleration, job instability, and the slow collapse of the linear career ladder, Charlie argues that being meaningfully unique across several things is more resilient than being average at one. He calls it the automation of the average — and explains why your edge now lies in synthesis, lived experience, and pe ...