Senior Software Engineer - Python

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:

This role is about engineering taste — not syntax correctness.

• 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

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:

You should be comfortable making subjective but rigorous judgments.

• 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?

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