Use AI to create a list of potential objections and concerns before a presentation or proposal.
Before you pitch an idea, present a proposal, or ask for approval, it helps to think through what resistance you might face. But when you're deep in your own thinking, it's hard to spot the holes or concerns others will have. Ask AI to play devil's advocate. Give it a quick summary of what you're proposing and ask it to list the objections, concerns, or questions a skeptical audience might raise. You'll get a list of things you hadn't considered — budget worries, timing issues, workload concerns, or gaps in your plan. This gives you time to prepare answers, adjust your pitch, or bring supporting data before you walk into the room. You'll feel more confident, and your proposal will be stronger because you've already thought through the pushback.
Try this prompt today
“I'm proposing [brief description of your idea or request] to [audience: my manager / the leadership team / my department]. Please list 5–7 potential objections, concerns, or tough questions they might raise. Think like a skeptical decision-maker who cares about budget, time, workload, and risk.”
March 14, 2026
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