Legal AI Supervisor - Legal Specialist

Flank is the leading Agentic AI platform for in-house legal teams-built for a future where autonomous AI colleagues handle entire workflows.

Companies like TravelPerk, QA, and Mural use Flank to automate contract negotiation, email triage, and security reviews. What used to take hours of manual work now happens automatically.

We're building in an emerging market that's reshaping how businesses operate. Instead of incremental software improvements, we're designing entirely new ways for AI and humans to collaborate.

If you're excited about defining what's possible when AI becomes a true colleague, you'll find a home here.

The Role

As a Legal AI Supervisor, you'll play a frontline role in shaping how legal judgment is reflected in the outputs of our agents. You'll carry out legal AI alignment work and help ensure that agent outputs reflect nuance, risk calibration, escalation logic, and commercial common sense.

This is not a role for the hesitant or those content with the status quo. It's for people who thrive on taking bold risks and navigating uncharted territory. You'll ensure our AI agents operate at an unreasonably high standard, working in an environment that values independence, innovation, and candid communication.

What You Will Be Doing

• Legal Alignment: Ensure that outputs reflect layered legal thinking, appropriate escalation logic, and business-aware judgment.

• Review & Calibration: Assess agent responses for clarity, accuracy, and contextual fit across key use cases (e.g. contract reviews, triage, help desk etc).

• Refinement & Feedback: Surface opportunities for agent output refinement to ensure alignment with commercial and legal standards, and contribute feedback that strengthens underlying logic and prompt design.

• Pattern Recognition: Spot inconsistencies, surface edge-case behaviours, and feed into continuous improvement processes.

• Documentation & Insight: Capture observations and learnings in a structured way to support system evolution and internal alignment.

Who You Are

• Legally Trained: A minimum of 2 years of qualified experience in commercial law, contracts, or tech-enabled legal services.

• Detail-Oriented: You naturally zoom in on risk, tone, and legal substance-and you care deeply about getting it right.

• Unreasonably High Standards: You hold yourself and others to ambitious goals, communicating candidly and directly to ensure exceptional quality.

• Tech-Curious: You're not an engineer, but you're excited by how AI works and want to be part of shaping how it's applied in the legal world.

• Start-up Ready: You move fast, adapt easily, and operate with ownership in environments that evolve quickly.

• Clear Communicator: You are exceptional at conveying complex legal concepts clearly and succinctly and are able to give precise feedback.

• Builder Mindset: You're excited about shaping something from scratch-not just running an existing process.

What's In It for You

• Innovative Work: Be part of a team making bold bets to create a new paradigm in AI-enhanced legal services.

• High Standards Culture: Join a team that demands excellence and accountability through direct and candid communication.

• Empowered Environment: Operate in a high-agency culture where you can lead yourself and make a real impact.

• Global Team: Remote-first, collaborate with a diverse, talented team across the globe.

• Competitive, Benchmarked Salary