Your goal today: Prove metabolic friction. Find the workaround.
They say: A beautiful life story about their journey or philosophy.
You say: "That's incredible. Based on that, how do you actually operationalize/track that on a daily basis? Can you show me the system?"
They say: "I just try to stay in touch with people."
You say: "How exactly? Show me the spreadsheet, notes app, or CRM you use. How many hours a week does that take?"
Goal: Map the Oliver/COO architecture.
You ask: "I'm exploring a pilot with the Wondry — you know Oliver's world. What would you do if you were me?"
If they claim they want a better tool, run this logic gate:
You ask: "What have you already tried/bought to solve that?"
(If the answer is 'nothing', they are a hoarder, not a collaborative builder. Move on.)