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), and 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, and 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: TypeScript/JavaScript or Python
Hands-on experience using: OpenAI Codex, Claude Code, and 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

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