Software Engineer, Python - Codebase Q&A

Weekday AI; United States; Remote; Part time

Job summary

Weekday AI is seeking experienced Python engineers to build the dataset that teaches AI agents to reason about real codebases.

You will build difficult codebase-exploration tasks: high-level engineering questions about production Python repositories that cannot be answered by reading a single file, and that require runtime evidence to resolve — the kind of question a senior engineer answers by actually investigating the system.

Qualifications

• 3+ years of professional software engineering experience with substantial production Python
• Ability to navigate a large unfamiliar Python codebase and explain runtime behavior
• Fluency with Python internals including import machinery, descriptors, metaclasses, async/event loops, packaging, and C-extensions

Responsibilities

• Select tasks from a pre-validated pool of Python repositories, each pinned to a specific git commit and with rubrics and a golden solution
• Explore the repository to understand the subsystem and its PR/issue history
• Rewrite the task question to challenge frontier coding agents while remaining well-defined
• Adjust rubrics and foils to reward correct reasoning and penalize plausible-but-wrong answers
• Run the Studio validation loop (Check, Golden, Run, Analyze) and iterate until all stages pass
• Document work in the task README and address reviewer feedback on returned tasks

Skills

Python

Codebase exploration

Runtime debugging

Git workflows

Communication

Tools

Okta

Insightful

Job description

This role is for one of our clients

Compensation: $130 per task

We are seeking experiencedPython engineersto build the dataset that teaches AI agents to reason about real codebases.

Codebase Q&A is a reinforcement-learning environment for training AI agents to explore and reason about software repositories they have never seen before. You will build difficult codebase-exploration tasks: high-level engineering questions about production Python repositories that cannot be answered by reading a single file, and that require runtime evidence to resolve — the kind of question a senior engineer answers by actually investigating the system.

This track works on widely deployed Python codebases includingDjango, Twisted, Scrapy, SymPy, mypy, pip, coverage.py, mitmproxy, Certbot, Tornado, Werkzeug, sqlfluff and Meson.

Contract, task-based work paid at$130 per approved task, performed remotely in our Studio.

Key Responsibilities

• Select tasks from a pre-validated pool of Python repositories, each pinned to a specific git commit and arriving with an engineering question, positive and negative rubrics, foils, and a golden solution
• Explore the repository until you genuinely understand the subsystem in question, including the relevant PR or issue history
• Rewrite the task's question so it defeats frontier coding agents while remaining well-defined and fairly answerable
• Adjust rubrics and foils so they reward correct reasoning and reject plausible-but-wrong answers
• Run the full validation loop in Studio — Check, Golden, Run, Analyze — and iterate until every stage passes
• Document your work in the task README and submit for expert review, addressing reviewer feedback on returned tasks

Ideal Qualifications

• 3+ years of professional software engineering experience, with substantial production Python
• Demonstrated ability to navigate a large, unfamiliar Python codebase and explain how it behaves at runtime — not just what the source says
• Fluency in Python internals that matter in real systems: import machinery, descriptors and metaclasses, async and event loops, packaging, and C-extension boundaries
• Experience with web frameworks, developer tooling, type checkers, or scientific/numeric libraries is highly relevant — the task mix is weighted toward architecture and system design (41%) and code onboarding (31%)
• Precise written English: the questions and rubrics you write are the product
• Comfortable with git at commit level, containerized environments, and command-line tooling

Working Details

• Fully remote and asynchronous, with expert team leads across US, India, and Nigeria time zones
• Work is performed in our Studio; time is tracked with Insightful, and platform access is provisioned through Okta
• Onboarding requires identity verification, a background check, signed Terms of Work and CIIAA, a tax form, and passing a short calibration quiz before task access is granted
• Payment is per approved task; every task is reviewed by a second engineer and a super reviewer before acceptance

We consider all qualified applicants without regard to legally protected characteristics and provide reasonable accommodations upon request.