This is an internal role at Weekday. Not a role by a client.

- Role type: Project-based / Contract
- Location: Remote
- Compensation: ₹20,000–25,000 per task
- Experience: 3+ years as a practising lawyer or legal professional
- Hours: Adaptable and task-based — no fixed working days

Weekday is an AI-native recruiting platform. We are backed by Y Combinator and Venture Highway (now General Catalyst). We have built the largest white-collar talent database in India and have built tools to run outbound recruiting campaigns to them. We are now running an AI training and evaluation project as a YC-backed AI data lab, and we're looking for legal experts to build and judge the tasks that advanced AI models get tested on.

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n₹20,000 - ₹25,000 a day About the role

Advanced AI models are being pushed into legal work — research, contract review, compliance. Whether they're actually any good at it depends on the quality of the people who train and test them. That's you.

You'll create complex legal tasks that a model should be able to handle but often can't, and you'll evaluate what the model produces — where it's right, where it's subtly wrong, and where it's confidently making things up. The work rewards precision. A vague task or a lazy evaluation is worse than none at all.

This is not paralegal work and it's not data entry. Each task is a piece of real legal thinking — the kind of question a senior associate would be asked and have to get right. If you want templated, repetitive work, this isn't for you. If you like taking a hard legal problem apart and explaining exactly why an answer is wrong, you'll probably enjoy it.

Requirements

What you'll actually do On any given task you might be:





- Designing a complex legal problem — a research question, a contract to analyse, a compliance scenario — with a clear, defensible model answer
- Reviewing AI-generated legal responses line by line and grading them on accuracy, reasoning, and completeness
- Catching hallucinated case law, misread clauses, missed exceptions, and reasoning that sounds right but isn't
- Writing clear rationales for your evaluations so the model (and the team) learns from them
- Working across legal research, contract analysis, regulatory compliance, and legal reasoning — not just one niche

Every task is reviewed. You'll be measured on the quality and rigour of what you submit, not on volume.

What we're looking for

- 3+ years of relevant legal experience — in practice, in-house, or at a firm
- Strong legal research and analytical skills. You can trace a question to the right authority and explain why it applies
- Comfort with contracts, compliance, and reasoning across more than one area of law
- Precision in writing. You say exactly what's wrong and why, without padding
- Low tolerance for plausible-sounding nonsense — from a model or anyone else
- Reliable on deadlines. Task-based work only works if the tasks come back on time
- Curiosity about how AI is going to change legal work, and a preference for shaping it over watching it happen

What you get
- ₹20,000–25,000 per task — paid for depth of thinking, not hours logged
- Remote, flexible work you can fit around a practice or a full-time role
- A front-row seat to how frontier AI models are trained and evaluated on legal work, and a hand in making them better
- A YC-backed team that moves fast and keeps things direct
- More tasks and larger projects if your work is consistently strong

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📌 Legal Expert - AI Training & Evaluation (India)
🏢 Weekday`
📍 India