Executive Assistant (Milan)

About this role

Lexroom 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.

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.

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

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.

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
• At Lexroom, you’ll work alongside top talent in tech and legal AI.
• 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 Salary: €30,000 – €45,000
• Equity Package: Equity participation to align your growth with the company's long-term success.
• Benefits That Matter
• 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.

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.