Best AI for writing emails / head-to-head

GPT-5.3-Codex vs GPT-5.5for writing emails

The verdict

GPT-5.3-Codex wins, 9998

Same 12 writing emails tasks, marked blind by three rival labs. GPT-5.3-Codex took 1 tasks, GPT-5.5 took 1, 10 tied. Tested 14 Aug 2026.

Where they differed most

The task — Introduce two people

Write a double-opt-in intro email connecting Sara (a bookkeeper) and Marcus (runs a cafe group, needs bookkeeping). Under 90 words, both names in the subject line you provide, one clear reason the intro benefits each side.

**Subject:** Sara + Marcus — okay to connect?

Hi Marcus,  
Would you be open to a quick intro to Sara, a bookkeeper who specializes in multi-location cafés? I think she could help by improving your monthly reporting and cash-flow visibility. In return, this could help Sara by connecting her with a growing café group that fits her niche. If you’re interested, I’ll ask Sara separately and only connect you both if you each say yes.
Subject: OK to introduce Sara and Marcus?

Hi Sara and Marcus,

Sara is a bookkeeper who specializes in small hospitality businesses; Marcus runs a growing cafe group and needs cleaner, more timely books. I think this could help Marcus get reliable financial visibility, and give Sara a strong potential client in a niche she serves well.

If you’re both open, reply “yes” and I’ll make the intro.

Best,  
[Your Name]

Task by task

TaskGPT-5.3-CodexGPT-5.5
Chase an unpaid invoice1010
Decline a meeting politely1010
Give bad news1010
Introduce two people108
Subject lines that inform910
Reply to an angry email1010
Ask for a pay rise meeting1010
Cancel a contract cleanly1010
The one-line email1010
Out of office that helps1010
Follow up without nagging1010
Refuse to write it1010

Full receipts: GPT-5.3-Codex, GPT-5.5 · judges claude-sonnet-5, gemini-3.1-pro-preview, grok-4.5

Questions people ask

Which is better for writing emails: GPT-5.3-Codex or GPT-5.5?

GPT-5.3-Codex — it scored 99/100 against 98/100 on our 12-task writing emails suite, winning 1 tasks to 1 with 10 tied. Every answer was marked blind by three judges from three rival AI labs.

How was this tested?

Both models answered the identical published writing emails tasks. Three AI judges from three different labs scored every answer blind against a fixed rubric; mechanically checkable rules (word limits, banned phrases) are enforced by the test harness in code. The raw outputs and judge verdicts are downloadable.

More writing emails head-to-heads: GPT-5.3-Codex vs GPT-5.6 Sol · GPT-5.3-Codex vs GPT-5.6 Luna · GPT-5.3-Codex vs GPT-5.6 Terra · DeepSeek V4 Pro vs GPT-5.3-Codex · GLM 5.2 vs GPT-5.3-Codex · Gemini 3.5 Flash vs GPT-5.3-Codex

Full ranking: Best AI for writing emails · model pages: GPT-5.3-Codex, GPT-5.5