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Before a strategy meeting, what is the one question you wish your company could answer instantly?

For me, it s usually one of these:

  • What changed since our last review?

  • What needs my attention now?

  • Which assumptions are no longer holding up?

  • Did our last decision actually work?

  • Who committed to what and is it getting done?

This question led me to build Outside Chair Strategy: one shared strategy workspace that teams can use directly inside ChatGPT or Claude.

But I m curious about your experience. Which question would save you the most time or prevent the most expensive mistake?

Outside Chair — Strategy - Strategy follow-through inside the AI you already use

Outside Chair connects priorities, decisions, actions and outcomes in one shared workspace. Use it inside ChatGPT or Claude to see what changed, what is overdue and what remains untested. AI proposes; only you approve. Start free. Copilot is in private pilot.