Executive Assistant (Milan)

• Lexroom http://Lexroom.ai is building the AI platform where legal work gets done. In just over two years, we've grown from zero to €25M ARR, and today more than 20,000 legal professionals across Italy, Spain, Germany, France, and Bulgaria rely on Lexroom http://Lexroom.ai.
• We're backed by $73M from Left Lane Capital, Base10 Partners, and Eurazeo, and we're a team of around 300 builders who move fast, say things straight, and own each outcome.
• Our next goal? Become Europe's most-used legal product.

• 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 work will directly influence how legal professionals operate—faster, clearer, and more efficiently.

YOUR KEY RESPONSIBILITIES

• You'll be the operational backbone for the CEO, CTO, CRO, and Sales Director — keeping their time, priorities, and commitments moving without friction.
• This is a high-trust, high-context role at a company scaling fast across Italy, Germany, and Spain, with frequent travel across Europe and the US.
• You will see everything and be trusted with everything.

Calendar & time management

• Own and defend the calendars of four executives with competing priorities; make trade-off calls on what gets scheduled, moved, or declined
• Resolve conflicts proactively before they surface; protect focus time and prep windows
• Coordinate across time zones for international meetings, investor calls, and cross-market work

Travel & logistics

• Plan and book complex multi-leg travel across Europe and the US — flights, hotels, ground transport, visas where needed
• Build detailed itineraries; anticipate disruptions and hold contingency options
• Manage expense reporting and reconciliation for all four executives

Meetings & communications

• Prepare agendas, briefing notes, and pre-reads; capture actions and drive follow-up to closure
• Coordinate board meetings, investor updates, and leadership offsites end to end
• Draft, screen, and prioritize correspondence; act as a filter and first point of contact

Operations & projects

• Coordinate cross-functional initiatives on behalf of the executives, tracking deliverables and unblocking bottlenecks
• Organize internal and external events (team gatherings, investor visits, client dinners)
• Handle confidential documents, contracts, and sensitive information with total discretion

WHAT WE'RE LOOKING FOR

• 3+ years supporting C-level executives, ideally in a high-growth startup, VC/PE, or consulting environment
• Fluent English and Italian, written and spoken
• Proven ability to manage multiple senior stakeholders and make independent prioritization decision
• Exceptional organization and attention to detail; sound judgment under pressure; complete discretion
• Comfort with ambiguity — you're a problem solver that can make indipendent calls
• Proficiency with Google Workspace, AI tools, Notion and Slack
• Exposure to international, multi-market operations
• Based in or able to relocate to Milan

WHAT SETS US APART

An Exceptional Team

• Our focused teams operate with purpose and autonomy, so every contribution delivers visible results.
• You'll collaborate with people who pair innovation with rigor, curiosity with discipline, ambition with depth.

Growth that Matters

• We hire exceptional people to make a difference - and we give them space to lead.
• Your work will shape the future of legal technology and set new standards for the field.
• Impact is defined by vision and execution, not by age or title. If you're ready to take responsibility, you'll find real opportunities to grow and lead high-stakes projects.

REWARDING YOUR CONTRIBUTION

We value excellence and share success:

• Annual

• Equity

BENEFITS

• Hybrid Work: Split your time between working from home and collaborating in our Milan HQ three days a week, with flexibility.
• Health Insurance: Comprehensive coverage to ensure peace of mind.
• Meal Vouchers: Daily support to make your lunch breaks easier.
• Team Retreats & Off-sites: Dedicated time to connect, collaborate, and spark bold ideas.