Senior Python Engineer - LLM Code Evaluation

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About this role

Senior AI Interaction Evaluator (Codex / Claude Code)

Contract | $100–$200/hour | 10–20 hrs/week | Start ASAP (through early May)

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.

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

Engagement Details

- Rate: $100–$200/hour
- Hours: ~10–20 hours/week
- Duration: Through early May (with possible extension)
- Start: ASAP
- Process:

Take-home evaluation exercise
- One behavioral interview