Ready-to-Use PromptGeneral Workplace

Use AI to review your proposal or recommendation and identify weak spots others will question.

Before you submit that proposal, recommendation, or business case, have AI play devil's advocate. It'll spot logical gaps, missing information, and questions stakeholders will definitely ask — but you might have overlooked. This works for budget requests, project proposals, process change recommendations, or any document where you're asking someone to say yes. Getting this feedback before you send it means you can strengthen your case, add missing details, and show up prepared for pushback.

Try this prompt today

Act as a skeptical senior executive reviewing a proposal. I'm going to share a recommendation or proposal I've written. Your job is to identify: 1) logical gaps or unsupported claims, 2) missing information that decision-makers will want to see, 3) the toughest questions or objections I should expect, and 4) specific ways to strengthen my case. Be direct and critical — I need to know the weak spots before I submit this. Here's my proposal: [Paste your proposal, recommendation, or business case here]

February 19, 2026

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