Plan a price increase without losing the clients you want

Who to tell first, what to say, and what to do when someone pushes back.

Freelancers and small businesses who haven't raised prices in over a year.pricingclientscommunication
ChatGPT Claude
Help me plan and communicate a price increase. You structure the rollout; the amount is my decision.

Current pricing: <what and how much>
New pricing I've decided on: <the new number(s) and when it starts>
My clients: <for each: name or type, what they pay, how long they've been with me, how I'd feel if they left>
Why I'm raising prices (the honest reasons): <costs, demand, scope creep, my time is worth more now>
What I've added or improved in the last year: <list>

Produce:
1. Client segments: who gets the increase first, who gets a grace period, who gets grandfathered for a while, and why for each.
2. A rollout calendar: who hears when, with dates.
3. The announcement message for existing clients, under 150 words: direct, no apology, no over-explaining, one line on what they get, the date, and how to talk to me about it.
4. A shorter version for new inquiries.
5. Three likely pushbacks with a calm two-sentence response each, including when to hold and when a middle option makes sense.
6. What I do if a client I want to keep says no.

No manipulative framing. No fake deadlines. Plain, respectful, firm.

Replace every <placeholder> with your own details before you send it.

How to use it

  1. 1List clients honestly, including the ones you'd be relieved to lose.
  2. 2The increase amount is your decision. The prompt structures the rollout, not the number.
  3. 3Send the messages on a Tuesday morning, not Friday afternoon.

Reviewed 2026-09-20

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