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Senior Engineer - AI Evaluator

TrulyRemote Verified

Hand-curated global remote job with direct application link

Technical Requirements

TypeScriptJavaScriptPythonOpenAI CodexClaude CodeCursorPrompt DesignAI Evaluation Workflows

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 — not syntax correctness.

What You’ll Be Doing

  • Evaluate AI-generated coding interactions end-to-end

  • Judge whether outputs are:

    • Useful

    • Correct (at a high level)

    • Aligned with how a strong engineer would think

  • Assess the quality of explanations and reasoning, not just code

  • Distinguish between different levels of response quality (e.g. what makes something a 2 vs 4)

  • Provide clear, opinionated feedback on:

    • What worked

    • What didn’t

    • What felt “off” or misleading

  • Help define what great looks like when interacting with tools like Cursor

What We Mean by “Taste”

We’re specifically 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.

Who You Are

  • Staff / Principal-level engineer (or equivalent experience)

  • Strong background in one of the below:

    • TypeScript / JavaScript

    • Python

  • Hands-on experience using:

    • OpenAI Codex

    • Claude Code

    • Cursor

  • Deep familiarity with modern AI-assisted dev workflows

  • Able to evaluate code without needing to fully execute or deeply review every line

  • Comfortable giving direct, opinionated feedback

  • High bar for what “good engineering” looks like

Nice to Have

  • Experience with tools like Cursor or similar AI-first IDEs

  • Prior exposure to prompt design or evaluation workflows

  • Experience mentoring senior engineers or defining engineering standards

Senior Engineer - AI Evaluator
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