Senior AI Interaction Evaluator (Codex / Claude Code)

G2i
Boston, MA

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
Posted 2026-08-14

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