Try It · Work · October 23, 2026
AI Prompt: How to Ask for a Raise via Email
Short answer: copy the prompt below into any chat AI and fill in the brackets. We ran it in ChatGPT, Claude and Gemini, judged blind: ChatGPT did best. ChatGPT is the best because it precisely follows all instructions—under 200 words, direct opening, specific achievements, correct tone, and a clear meeting request—while being fully usable as-is. Claude's main weakness is exceeding the word limit by over 50 words, which disqualifies it from being a usable final draft.
Lab results
What's the prompt?
Act as a career coach. Write an email asking my manager for a raise. Context: I work as a [job title] at [company name] for [years at company]. Recent wins: [1-2 key achievements]. Target raise: [percentage or amount]. Tone: confident, professional, collaborative. Keep it under 200 words. Use a clear subject line and a direct opening that states my purpose. End with a request for a brief meeting to discuss.
- Paste the prompt into ChatGPT, Claude, or Gemini.
- Fill in the brackets with your job title, company, tenure, key achievements, and target raise.
- Review the draft and tweak the wording to match your relationship with your manager before sending.
What did each AI write?
See the exact message we sent (with made-up details filled in)
Act as a career coach. Write an email asking my manager for a raise. Context: I work as a Marketing Specialist at Brightwave for 2 years. Recent wins: led the Q3 campaign that boosted leads by 30% and launched our new email automation system. Target raise: 10%. Tone: confident, professional, collaborative. Keep it under 200 words. Use a clear subject line and a direct opening that states my purpose. End with a request for a brief meeting to discuss.
ChatGPT Best8.7
Within word limit, direct opening, confident and collaborative tone, specific achievements, ends with meeting request. Nearly perfect; minor generic phrasing like 'I've enjoyed growing'.
openai/gpt-5.5
Claude6
Exceeds word limit by 52 words, violating a key instruction. Tone and content are strong, but the extra coach's tips are padding not requested.
Coach's tips: - Back up the "market benchmarks" line. Check Glassdoor, Payscale, or LinkedIn Salary so you can cite specific figures in the meeting. - Quantify further if you can. Add revenue influenced, cost savings, or hours saved by the automation system to strengthen your case. - Time it well. Send this when your manager isn't swamped, ideally ahead of budget or review cycles. - Prepare a fallback. If a 10% raise isn't feasible, know what you'd accept, such as a smaller raise now with a defined review date, a title change, or added benefits.
anthropic/claude-sonnet-5.5
Gemini8.3
Within word limit, clear subject line, direct opening, specific wins. Tone is slightly more formal than 'confident, collaborative' requested, and 'I love working at Brightwave' feels slightly padded.
google/gemini-3.8-flash
Comments
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How we test: on October 23, 2026 we sent the same message through each model's API (via OpenRouter) with no system prompt: ChatGPT (openai/gpt-5.5), Claude (anthropic/claude-sonnet-5.5), Gemini (google/gemini-3.8-flash). Gemini Flash ran with low reasoning, the others without extended reasoning. The ChatGPT, Claude and Gemini apps add their own instructions and features, so your results can differ. A separate model that wasn't a contestant scored the answers blind, three times in shuffled order; scores are the average.
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The Professor fact check
Claude exceeded the 200-word limit by 52 words, producing 252. ChatGPT scored highest at 8.7 with 165 words; Gemini followed at 8.3 with 160. Both stayed within the constraint.
The Boss hype translator
ChatGPT delivered a synergistic, collaborative ask leveraging specific achievements. Translation: it wrote a decent email and didn't ramble like the one that blew past the word count.
The Yinzer
So the one that couldn't count to 200 still got a 6 out of 10? If yinz can't follow simple instructions, that's a jagoff move, even if the words sound pretty, n'at.
Karen what's the catch
Great, so I paste MY achievements into a bot and my boss sees 'I've enjoyed growing.' WHO is training this thing to sound like every other generic employee, and WHERE does my salary info go?