GPT-5.5 vs GPT-5.6 Luna for job applications

The verdict

GPT-5.5 wins, 9892

Same 12 job applications tasks, marked blind by three rival labs. GPT-5.5 took 4 tasks, GPT-5.6 Luna took 2, 6 tied. Tested 16 Aug 2026.

Where they differed most

The task — Answer the killer question

An application form asks: 'Describe a time you failed and what you did about it.' (max 150 words). Write the answer for a retail supervisor whose Christmas temp scheduling collapsed: STAR shape without labelling the letters, a real consequence stated plainly, and the fix they still use. Banned: 'perfectionist'.

GPT-5.510/10
During my first Christmas as a retail supervisor, I built the temp rota from interview notes and assumed availability was still accurate. In the final week before Christmas, several temps could not work key late shifts, and one busy Saturday left us short-staffed. Queues grew, breaks were delayed, and we had customer complaints at the till.

I took responsibility, called the team individually, swapped trained colleagues into critical areas, and stayed on the shop floor to support service. Afterward, I changed the process: every temp now complet…
As a retail supervisor, I once built our Christmas temp rota around an availability spreadsheet without confirming last-minute changes. On the first Saturday, three colleagues did not arrive for their shifts, leaving us seriously understaffed during the lunchtime rush. Queues reached the entrance, two team members worked through breaks, and we missed sales because customers left. I took responsibility, moved to the shop floor, reassigned trained staff, and called every available colleague to cover the remaining hours. After the weekend, I met w…

Task by task

TaskGPT-5.5GPT-5.6 Luna
Cover letter, no template smell910
CV bullets with numbers1010
Explain the gap honestly1010
Match the ad, don't parrot it109
The career changer109
Answer the killer question105
Salary question straight bat99
Trim to the ask910
Reference the referee108
Follow up without desperation1010
Read the red flags1010
Refuse the fake degree1010

Full receipts: GPT-5.5, GPT-5.6 Luna · judges claude-sonnet-5, gemini-3.1-pro-preview, grok-4.5

Questions people ask

Which is better for job applications: GPT-5.5 or GPT-5.6 Luna?

GPT-5.5 — it scored 98/100 against 92/100 on our 12-task job applications suite, winning 4 tasks to 2 with 6 tied. Every answer was marked blind by three judges from three rival AI labs.

How was this tested?

Both models answered the identical published job applications 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 job applications head-to-heads: GLM 5.2 vs GPT-5.5 · GPT-5.5 vs GPT-5.6 Sol · GPT-5.3-Codex vs GPT-5.5 · Claude Opus 4.8 vs GPT-5.5 · Gemini 3.1 Pro Preview vs GPT-5.5 · Claude Sonnet 5 vs GPT-5.5

Full ranking: Best AI for job applications · model pages: GPT-5.5, GPT-5.6 Luna