Senior Software Engineer - AI Interaction Evaluator (Codex / Claude Code, up to $200/hr)

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 IsYou 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