Senior Python Engineer - LLM Code Evaluation

Check out this Loom video for more details!

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.

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.

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  Evaluate AI-generated coding interactions end-to-end

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  Judge whether outputs are:

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    Useful

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    Correct (at a high level)

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    Aligned with how a strong engineer would think

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  Assess the quality of explanations and reasoning, not just code

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

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  Provide clear, opinionated feedback on:

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    What worked

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    What didn’t

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    What felt “off” or misleading

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

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.

• 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

• 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

• Take-home evaluation exercise

• One behavioral interview