May 30, 2025

You have mapped your stakeholders. Good. But what do they really care about right now? What problems are they trying to solve? What tone works?
AI can be a powerful shortcut to insights, when used correctly.
Here are some tips for using AI tools to understand your target audience better:
1️⃣ Ask ChatGPT to role-play your stakeholders Instruct it to act as a CTO, investor, analyst, or purchasing manager. Then ask: "What are your top three priorities right now?" or "What would make you stop at a headline?"
2️⃣ Transform unstructured data into signals Upload reports, LinkedIn comments, or customer feedback and ask the AI to summarize themes, pain points, or trends. The gold is often hidden in the messy material.
3️⃣ Dive into forums and communities Reddit, GitHub, or niche Slack groups are filled with genuine discussions. Use AI to summarize what developers, buyers, or skeptics are saying, then feed those insights into your messaging.
4️⃣ Compare what you say with what they are searching for Paste your website text or pitch presentation into the AI and ask: "Does this align with what a CFO or product manager might be googling?" The gap can be... revealing.