Senior Software Engineer, AI Training - Canada

Job summary

Evaluate AI-generated coding interactions to assess the quality of reasoning, explanations, and engineering judgment. Provide clear, opinionated written feedback and video walkthroughs to help define high-quality AI-assisted development standards.

Job details

Contract | Remote, worldwide | $100-$200/hour depending on experience and location | 10-20 hrs/week Check out this Loom video for more details: https://www.loom.com/share/b0d1b0bf24c44ae8b95dca84b9db60e5 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. Syntax correctness is the easy part. 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 the code • Distinguish between levels of response quality (what makes something a 2 vs a 4) • Give clear, opinionated feedback in writing on what worked, what didn't, and what felt off or misleading • Help define what great looks like when working with tools like Cursor, Codex and Claude Code What we mean by "taste" We're 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, and explaining them clearly. Who you are • Senior, Staff or Principal-level engineer (or equivalent experience) • Strong background in TypeScript/JavaScript or Python • Hands-on experience with at least one of OpenAI Codex, Claude Code or Cursor • Deep familiarity with modern AI-assisted dev workflows • Able to evaluate code without executing it or reviewing every line • Strong written and spoken English (B2 or above). You'll be writing detailed feedback and recording short video explanations, so this is a hard requirement • Comfortable giving direct, opinionated feedback • High bar for what good engineering looks like Nice to have • Prior exposure to prompt design or evaluation workflows • Experience mentoring senior engineers or defining engineering standards Engagement details • Rate: $100-$200/hour depending on experience and location • Hours: 10-20 hours/week, flexible • Duration: ongoing. Projects run from about two weeks to a few months each, and we offer new ones to evaluators who do well • Start: as soon as you clear the take-home and a project has an open seat • Process: one take-home evaluation exercise with a recorded Loom walkthrough. No interview

What you’ll do

Evaluate AI-generated coding interactions to assess the quality of reasoning, explanations, and engineering judgment. Provide clear, opinionated written feedback and video walkthroughs to help define high-quality AI-assisted development standards.

Requirements

Requires Senior, Staff, or Principal-level engineering experience with deep familiarity in modern AI-assisted workflows. Candidates must possess strong written and spoken English skills and hands-on experience with tools like Cursor, Codex, or Claude Code.

Listed skills

• AI-assisted development · Preferred
• JavaScript · Preferred
• TypeScript · Preferred
• Python · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• TypeScript
• JavaScript
• Python
• OpenAI Codex
• Claude Code
• Cursor
• AI-assisted development
• Prompt design
• Engineering judgment
• Code evaluation
• Technical writing
• Mentoring
• Loom
• Workflow Management
• JavaScript (Programming Language)
• Artificial Intelligence
• English Language
• Python (Programming Language)
• Mentorship
• Software Engineering
• Syntax
• Production Code

Job areas

• Technology
• Software
• Engineering
• Data & Analytics
• Software Engineer
• Software Developer / Engineer
• Software Developers