Senior Software Engineer, AI Training
Company shown to members 🔒 · Remote · US, Argentina only
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First recorded by Psst: 16 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.
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The 20-second read
- Experience
- Senior
- Where you can live
- US, Argentina only
- Languages
- English
- Skills and tools
- loom, python, javascript, typescript
- Job type
- Contract or freelance
Read from the ad by Psst's rules. Check the full ad below before applying.
Job details
- Where you can work
- United States, Argentina
- Employment type
- Contract
- Advertised pay
- $100–200/hr
- Experience
- Senior
- Employer publication date
- 26 October 2026
- First recorded by Psst
- 16 October 2026
- Last checked at the source
- 10 November 2026
About the job
Contract | Remote, worldwide | $100-$200/hour depending on experience and location | 10-20 hrs/week
Please note that eligibility may vary depending on your location, as some regions may not be supported by the client.
Check out this Loom video for more details: [link for members]
We're looking for highly experienced software engineer (SR+) to help evaluate the quality of interactions with modern coding agents such as OpenAI Codex and Claude Code.
This is not a traditional engineering role. You won't be writing production code. You'll be evaluating something harder: whether the model thinks like a great engineer.
WHAT THIS ROLE ACTUALLY IS
You will assess how AI coding agents behave in real-world scenarios, focusing on:
- Whether the response makes sense
- Whether the preamble and reasoning are useful
- Whether the output reflects strong engineering judgment
- Whether the interaction feels right to an experienced developer
This role is about engineering taste. Syntax correctness is the easy part.
WHAT YOU'LL BE DOING
- Evaluate AI-generated coding interactions end to end
- Judge whether outputs are useful, correct at a high level, and aligned with how a strong engineer would think
- Assess the quality of explanations and reasoning, not just the code
- Distinguish between levels of response quality (what makes something a 2 vs a 4)
- Give clear, opinionated feedback in writing on what worked, what didn't, and what felt off or misleading
- Help define what great looks like when working with tools like Cursor, Codex and Claude Code
WHAT WE MEAN BY "TASTE"
We're looking for engineers who can answer questions like
- Does this feel like something a strong engineer would actually say?
- Is this explanation helpful, or just technically correct?
- Is the model guiding the user well, or just dumping output?
- Would this interaction build or erode trust?
You should be comfortable making subjective but rigorous judgments, and explaining them clearly.
WHO YOU ARE
- Senior, Staff or Principal-level engineer (or equivalent experience)
- Strong background in TypeScript/JavaScript or Python
- Hands-on experience with at least one of OpenAI Codex, Claude Code or Cursor
- Deep familiarity with modern AI-assisted dev workflows
- Able to evaluate code without executing it or reviewing every line
- Strong written and spoken English (B2 or above). You'll be writing detailed feedback and recording short video explanations, so this is a hard requirement
- Comfortable giving direct, opinionated feedback
- High bar for what good engineering looks like
NICE TO HAVE
- Prior exposure to prompt design or evaluation workflows
- Experience mentoring senior engineers or defining engineering standards
ENGAGEMENT DETAILS
- Rate: $100-$200/hour depending on experience and location
- Hours: 10-20 hours/week, flexible
- Duration: ongoing. Projects run from about two weeks to a few months each, and we offer new ones to evaluators who do well
- Start: as soon as you clear the take-home and a project has an open seat
- Process: one take-home evaluation exercise with a recorded Loom walkthrough. No interview
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