Graduate Program Sales | Italian Market (Milan)

Location: Milan Department: Sales Employment Type: FullTime Location Type: Remote

At Lexroom.ai, we’re not just building software; we’re revolutionizing the way legal professionals work.

Our mission?

To empower lawyers, law firms and companies with a world-class AI product that saves time, boosts productivity, and redefine what’s possible in the legal world.

To become the most innovative AI company in Italy.

To build the new sales standard, the sales school for B2B sales in Italy.

We’re changing the game, and we’re doing it with a team of rockstars who are looking for their next big challenge and ambition.

Why Lexroom.ai?

Shape the Future: Be part of the team that’s leading the AI revolution for legal professionals.

Grow with Rockstars: Collaborate with industry-leading talents in an environment that values creativity, ambition, and growth.

Make an Impact: Your work will directly influence how lawyers around the world practice law—more efficiently, effectively, and intelligently.

At Lexroom.ai, we don’t just promise career growth; we promise a journey of learning, impact, and purpose. Ready to change the world of law?

Your Key Responsibilities

To fuel our growth, we’re launching an elite Graduate Program – Sales designed for the top 3% of young talent.

This is not a classic entry-level role. It’s a fast-track program with structured rotations and a clear goal: turn you into a high-performing Account Executive in 18 months, supported by a world-class Sales Academy.

You’ll go through 3 consecutive roles, each with clear goals, coaching and KPIs:

6 months – BDR SMB (Business Development Representative - Small Medium Business)

Learn how to generate pipeline from scratch.

Master prospecting, outbound sequences, first touch and meeting setting - target Small Medium Business

6 months – BDR Mid Market (Business Development Representative - Mid Market)

Graduate to larger deal sizes and multi-stakeholder prospecting to build high-value Mid-Market pipeline.

Master strategic account mapping, personalized outbound sequences, and multi-stakeholder meeting setting targeting Mid-Market accounts.

The Pivot Point

After your first 9/12 months, based on your performance, strengths, and the skills you’ve mastered, you will transition into the next phase:

6 months – Account Executive Full-Cycle

Master the end-to-end sales cycle, closing both inbound leads and self-generated opportunities.

Run discovery calls, deliver demos, handle objections, and close deals.

Manage qualified inbound leads from BDRs. If inbound volume drops, proactively launch your own outbound campaigns to self-book demos and keep your calendar full.

Collaborate with Senior AEs and Sales Directors to refine closing strategies.

The Lexroom Pipeline Rule: BDRs qualify inbound leads to fill AE calendars, pivoting to outbound whenever inbound volume is low. Similarly, AEs don't just wait for BDR demos, if their calendar has gaps, they drive self-sourced outbound to book their own meetings. Pipeline and calendar ownership belong to everyone.

Throughout the program, you will be trained and coached within the Lexroom Sales Academy, with structured modules on:

sales methodology (discovery, demo, negotiation, objection handling);

pipeline and territory management;

use of AI in sales;

personal performance, mindset and communication.

Those who perform in the top tier will be fast-tracked to mid-market, enterprise or managerial roles.

What We’re Looking For

Recent graduate (or up to 1 year experience) with a strong interest in B2B sales and tech / AI.

You’ve consistently been in the top performers of whatever you did (university, sports, projects, work).

Excellent communication skills, both spoken and written, in Italian and English.

High drive and resilience: you like ambitious targets and don’t get scared by rejection.

You learn fast, ask tough questions, and actively look for feedback to get better.

You want responsibility early, not a “nice” graduate badge with no real impact.

What We Bring to the Table

An Elite Team of Rockstars.

At Lexroom.ai, you’ll collaborate with some of the brightest minds in tech and legal AI. Our small, entrepreneurial teams are driven by impact and autonomy, allowing you to contribute directly to revolutionising the legal industry. You’ll work side by side with pioneers who are as passionate about innovation as they are about personal and professional growth.

Unmatched Growth Opportunities.

We believe in hiring exceptional talent and empowering them to lead. As one of the first hires at Lexroom.ai, you’ll play a critical role in shaping the future of legal technology. Your contributions won’t just be noticed—they’ll be transformative. Here, age and title don’t define your impact; your vision, execution, and passion do. If you have the ambition and drive, you’ll rapidly advance and take on leadership roles in game-changing projects.

Competitive Pay and Equity.

We recognize talent and reward it. Expect competitive compensation with rapid growth tied to your impact. Here’s what you can expect:

Annual Salary Range: €40.000 - 60.000 OTE (uncapped and accelerated)

Relevant stock option package: Your hard work will directly contribute to—and benefit from—our success.

Perks That Make a Difference

Hybrid Work Model: Split your time between working from home and collaborating in our dynamic Milan office, balancing flexibility and team connection.

Health Insurance: Comprehensive health coverage to ensure your peace of mind.

Meal Vouchers: Receive ticket vouchers to make your lunch breaks more enjoyable.

Performance Bonuses: Be rewarded for your hard work with production bonuses tied to your impact and results.

Team Retreats & Building Activities: Experience periodic retreats and team-building activities that strengthen collaboration and fuel creativity.

At Lexroom.ai, we’re driven by bold ambitions and a passion for excellence. We’re building something great, and that requires d