Use AI to review your work for questions your reader will ask that you haven't answered yet.
Before you send that proposal, report, or recommendation, you want to make sure it actually works. Not just that it's well-written, but that it answers the questions your reader will immediately have when they open it. The problem? You're too close to your own work. You know what you meant, so you can't see what's missing. AI can read your document with fresh eyes and flag the gaps before your boss, client, or colleague does. Here's the workflow: First, paste your draft into ChatGPT or Claude. Then ask AI to act as your intended reader and generate the questions they'll have after reading it. You'll get a list of things like "How much will this cost?" or "Who's responsible for this?" or "What happens if we don't do this?" Review the list. If you can't answer a question clearly by pointing to a specific part of your document, that's a gap you need to fill. Revise your draft to address the biggest questions, then send it with confidence. This works for proposals, project updates, policy changes, recommendations, budget requests, or anything where someone has to say yes or take action. You catch the holes before they become awkward follow-up emails. Your reader gets what they need the first time, and you look like someone who thinks ahead.
Try this prompt today
“I'm about to send the document below to [describe your reader: my manager / a client / the finance team]. Please read it as if you are that person, then list every question you would have after reading it — things that aren't clear, details that are missing, or decisions you'd need more information to make. Be specific. [Paste your draft here]”
March 1, 2026
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