Legal teams are drowning in repetitive work.

The rest of the business is stuck waiting. Flank is changing that.

We are operating at the cutting edge of AI development, building the future of autonomous agents for the enterprise. We have raised $18M, including a Series A led by Insight Partners (US), with continued support from Gradient Ventures, Google's AI fund.

We are already deploying Flank agents to multinational enterprises with more than 100,000 employees, completely automating workflows that were previously impossible to solve.

The bridge between legal reasoning and technical implementation.

We're looking for someone with hands-on contracts experience, a lawyer, paralegal, contracts manager, or similar, to join our Legal AI Alignment team.

As a Legal AI Supervisor, you'll be on the front line of how legal judgment is embedded into autonomous agents. You'll review, test and calibrate live agents across real customer workflows, and provide the precise feedback that makes them better. You'll work closely with AI engineers and product, acting as the bridge between legal reasoning and technical implementation.

This is not a role for the hesitant or those content with the status quo. It's for people who care about getting things right, in an environment that values independence, experimentation, and candid communication.

Teach the agents where the judgment lives.

• ·Legal AI alignment: ensure agents reflect sound legal reasoning, appropriate risk tolerance, escalation logic, and business-aware judgment across live and evolving use cases.
• ·Review, testing and calibration: assess agent outputs for accuracy, clarity, tone, and contextual fit across workflows such as contract review, triage, intake, and legal help desks.
• ·Refinement and feedback loops: provide precise, actionable feedback to improve agent logic, prompts, guardrails, and escalation pathways.
• ·Documentation and knowledge capture: record learnings, decisions, and observed behaviours in a structured way to support internal alignment and long-term improvement.

Contracts experience is the job. A legal qualification is a plus.

• ·Contracts experience: you have at least 2 years of hands-on experience working with commercial contracts, drafting, reviewing, negotiating, or managing them. A legal qualification is a plus, not a requirement.
• ·Strong judgment: you naturally think in terms of risk, nuance, and escalation, and you know when "it depends" matters and when it doesn't.
• ·Unreasonably high standards: you care deeply about quality, are comfortable giving and receiving candid feedback, and push for better outcomes.
• ·Clear communicator: you can translate complex legal concepts into clear, structured feedback that non-lawyers can act on.
• ·Tech-curious: you're not an engineer, but you're excited by how AI systems work and how legal reasoning translates into product behaviour.
• ·Time-zone flexible: our team and customers span Europe, North America, and APAC. You're comfortable shaping your working day around a global team, including regular overlap with US hours.

If you don't meet all of these criteria but believe you'd be a strong asset to Flank, please reach out anyway. We're sometimes flexible on scope, or have other roles that might fit.

Not required, but they help.

• ·Legal qualification (UK, US, or equivalent).
• ·Experience in tech-enabled legal services or legal ops.

A new category, built in public, at speed.

• ·Innovative work: be part of a groundbreaking function at the forefront of legal technology and AI integration.
• ·Autonomy and impact: operate with high trust, high expectations, and the chance to shape a completely new category.
• ·Clarity and challenge: join a team that values directness, high standards, and meaningful work.
• ·Global team: remote-first, working with a mission-driven team of smart, candid, and ambitious people across time zones.
• ·Competitive, benchmarked salary.

We like to hire fast.

1. 01A 30-minute intro call with the hiring manager.
2. 02A conversation with our CEO.
3. 03A 90-minute working session with the team on a realistic agent review scenario, mimicking what your work with us would look like.
4. 04A final conversation with a co-founder.