The Fifth Chair — My Most Unexpected Colleague · Web Introduction
The Sounding Board

My Most Unexpected
Colleague

Not a mentor. Not a therapist. The one colleague who'll actually tell you the truth — and doesn't want a stake in the business.
There's a five-minute exercise doing the rounds among founders right now. One prompt. Three questions. No checklist, no flattery — just your AI, turned into the sharpest, most objective colleague you don't currently have. Below is a preview of what it asks. The full version — the one that actually works — is one download away.
01 Strategy — Is it actually built to survive a sudden shift in the market, or just built to survive a normal Tuesday?
02 Team — Are they structured to scale with you, or are you quietly carrying the extra weight yourself?
03 Product — Where's the development or future-proofing already starting to lag — and who notices first, you or the client?
The real prompt — full framing, follow-up structure, the works — is in the download. This is the shape of it, not the substance.
How Did That Feel?
"Uncomfortable, probably. That's not a flaw in the exercise — it's the finding. You can't evaluate your own ship while you're the one steering it through the storm."
Run The Full Exercise
Get the exact prompt — and see what it stirs up.
The full download includes the complete, copy-and-paste prompt, plus what most founders realise by question three.
Download The Sounding Board