Use AI to check if your document or proposal has logical holes before you share it.
Before you send that proposal, report, or recommendation to your boss or a client, ask AI to poke holes in it. This is like having a skeptical colleague review your work and ask the hard questions you might have missed. AI can spot assumptions you didn't back up, claims that need more evidence, or places where your logic doesn't quite hold together. This works great for anything where you're trying to persuade or convince someone: budget requests, project proposals, recommendations, business cases, or even just a well-argued email. You're not asking AI to agree with you — you're asking it to challenge you so you can strengthen your argument before it goes out. Paste your draft in and ask AI to play devil's advocate. You'll get back a list of potential objections, weak spots, or questions someone might raise. Then you can address those gaps in your next version, making your final document much stronger and harder to push back on.
Try this prompt today
“I'm sharing the document below with my manager to request approval. Please act as a skeptical reviewer and point out any logical gaps, unsupported claims, or weak points in my argument. What questions or objections might someone raise? [Paste your draft here]”
February 19, 2026
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