Legal AI Annotator

lexroom· Legal
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📍 MilanFullTime💰 EUR 20–20

About this role

At Lexroom, we set the bar for legal AI – clear, fast, and built for trust.

In just a few years, what began as an idea has become a reliable platform adopted by thousands of legal professionals across Europe.

Our mission is clear: make the law faster, clearer, and more reliable, giving lawyers, law firms, and companies the time and confidence to focus on what truly matters. We're scaling rapidly, backed by top-tier investors (having recently closed our Series B) and a world-class team dedicated to rigor, clarity, and impact.

Today, Lexroom is a trusted partner, shaping the future of legal AI with discipline and purpose.

Why Lexroom?

Shape the Standard: Be part of the team setting the benchmark for legal AI in Europe.

Work with the Best: Collaborate with exceptional colleagues in a culture that values competence, curiosity, and ambition.

Deliver Meaningful Results: Your legal judgment will directly shape the quality of answers thousands of professionals rely on every day.

At Lexroom, we leave buzzwords behind. Here, you'll build something that lasts: a trusted platform, a strong reputation, a new standard for the legal world.

The Role & Why Now

The quality of our legal answers is the core of Lexroom's services. To measure and continuously improve it, we're looking for lawyers who can put their expertise to work evaluating AI systems.

You'll work independently and remotely on dedicated platforms, following Lexroom's guidelines, in direct contact with our People team.

Key Responsibilities

The scope of these activities may expand or change over time.

Legal AI Benchmarks: You'll evaluate AI-generated answers to legal questions. You'll also define the positive and negative criteria used to judge whether an answer is correct. Finally, you'll build and review the evaluation sets we use to measure the quality of Lexroom's services.

Arena (Comparative Evaluation): You'll compare alternative answers from different models to the same legal question. For each comparison, you'll pick the preferred answer and explain your choice against predefined criteria: legal accuracy, completeness, use of sources, and clarity. Your evaluations directly guide product development.

Requirements

Bar Admission: You must be a qualified lawyer, already admitted to the Italian Bar (iscrizione all'Albo).

VAT Number: You need an active Italian VAT number (Partita IVA), as the collaboration is invoiced.

Legal Expertise: You should have solid experience in at least one area of law, to be specified in your CV. Examples include civil, criminal, administrative, banking & insurance, tax, corporate, employment, family, consumer, and insolvency law.

Language: Excellent command of Italian is required.

Nice to Have

These are a plus, but not required:

  • familiarity with legal tech or generative AI tools in legal work;

  • experience evaluating AI systems, such as benchmarks, A/B tests, or model comparisons.

Contract & Compensation

Contract: Service agreement as an independent contractor with a VAT number.

Compensation: €20/hour, invoiced monthly based on the hours actually worked and reported.

Work Setup: Fully remote, with one in-person meeting per month for alignment and goal-setting.

Hiring Process

The process is a single 30-minute introductory interview.

At Lexroom, ambition meets discipline and purpose. We're not just building a product—we're setting a new standard for the legal world. If you're ready to contribute to something lasting and meaningful, we'd love to hear from you.

Frequently Asked Questions

What is the salary for the Legal AI Annotator role at lexroom?
The listed salary for this Legal AI Annotator position at lexroom is EUR 20–20. This is an FullTime role.
Where is the Legal AI Annotator position at lexroom located?
This Legal AI Annotator role at lexroom is based in Milan. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Is the Legal AI Annotator role at lexroom full-time or part-time?
This is listed as a FullTime position. It is posted as a Legal AI Annotator role in the Legal department at lexroom.
Which team or department does the Legal AI Annotator at lexroom belong to?
This Legal AI Annotator position is part of the Legal department at lexroom. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Legal AI Annotator position at lexroom?
Click the "Apply Now" button on this page. You will be redirected to lexroom's official application portal hosted on ashby where you can submit your application directly.
When was the Legal AI Annotator job at lexroom posted?
This Legal AI Annotator position at lexroom was posted on Oct 8, 2026. Apply as soon as possible — early applications are often reviewed first.
Legal AI Annotator
lexroom · 💰 EUR 20–20
Apply for this role ↗

You'll be redirected to lexroom's official application page on Ashby ATS.