AI prompts for pricing and deal strategy

In short: Prompts for pricing tiers, unit economics, discounts and pilot pricing. Pick one of the 8 prompts below, fill in the [PLACEHOLDERS] with your own facts, and paste it into ChatGPT, Claude, Gemini or Grok. Each prompt page says when to use it and what to fill in.

Pricing is a judgment call, and an AI cannot make it for you. What it can do is lay out the options, the trade-offs and the questions you have not answered yet. These prompts are built for that: tiers, unit economics, a reply to a discount request, and how to price a pilot.

8 prompts

These come from the ChatJudge library. Missing something? Add your prompt or browse all 59.

Questions people ask

Can AI tell me what to charge?

No. It does not know your costs, your customers or your market. It can structure the decision and surface trade-offs, so bring your own numbers.

What numbers should I give it?

Your costs, current prices, what comparable customers pay if you know it, and the margin you need. The prompts have placeholders for these.

Is it safe to share pricing with an AI tool?

Check your company policy. If unsure, use rounded or placeholder figures while you work out the structure.

How do I answer a request for a discount?

The counter-offer prompt helps you decide what to give, what to hold and what to ask for in return. The decision stays yours.

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