Executive Assistant (Milan)

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 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 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.