Charlie Weeks
I spent 25 years managing security and political risk across the Middle East, Africa, Europe, Russia, and the Caspian. I left in December 2025 to do something different.
I now split my time between Tuscany, Belgium, and the UK. In Tuscany, at La Villa nell’Isola Verde, I run retreats built around the olive harvest and the rhythms of the land. I am a trained coach. I write about the messy, honest process of changing your life on Medium and Substack.
The people I work with are usually at a turning point — a career that no longer fits, a version of themselves they’ve outgrown, a gap between where they are and where they want to be. I know that territory from the inside.
My coaching draws on 25 years of working in complex, high-stakes environments — and on my experience of rebuilding a different life. I ask the questions that help you find your own answers.
Medium: lifeunwound.medium.com
Substack: substack.com/@saltynsweetpopcorn
Upcoming Programs by Charlie Weeks
Il Raccolto - The Yield
Most retreats ask you to slow down and do nothing. This one asks you to slow down, reflect and pick olives. Seven days at a hilltop villa in Tuscany. The house is yours for the week - 10 guests, plus Anna and Charlie. No-one else. Mornings in an olive grove, harvesting by hand. The physical […]