Customer Success Enablement (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 contribution will directly influence how legal professionals work—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

Ownership of the Lexroom CS Academy : across our teams ( SMB, Mid Market, Enterprise ) and geographies design and run recurring training programs ( onboarding, ramp-up, advanced training ), defining goals, content, schedule, and success metrics.

What You'll Do

New hire onboarding: Own the full onboarding experience from the first week onboarding to the first 2 months ramp-up for all new CS hires, coordinating agendas, materials, internal speakers, and practical exercises for all our markets.

Hands-on training: Personally deliver training modules (clients onboarding, sales/expansion methodology, discovery, demos, objection handling, negotiation, pipeline management) with role-plays, call coaching, and structured feedback.

Customers Education : Creates content that the client uses to learn independently (not team-based training) in cooperation with the Legal Engineering team.

Training content upkeep: Keep playbooks, scripts, templates, and Academy materials up to date with product, market, and team performance; turn internal success stories (calls, emails, sequences, complex deals) into reusable training assets.

Execution with managers: Partner closely with CS Managers and CSMs/AMs to ensure training is applied in real scenarios, calls, and negotiations.

Global collaboration: Align the Academy with global initiatives and export Italian best practices to new international markets.

What We're Looking For

2+ years of experience in CS Enablement, Sales Enablement, or Commercial Coaching within a fast-paced B2B (ideally in SaaS, tech, or consulting environment).

Strong PMO mindset : able to turn needs into structured plans, align stakeholders, manage timelines, deliver results, and measure impact.

Comfortable both presenting publicly (training, workshops, role-plays) and working in detail on processes, content, and metrics.

Excellent communication , problem-solving, and collaboration skills in cross-functional teams.

Highly hands-on and execution-driven : you don’t just design programs - you join calls, analyze numbers, and iterate fast.

Languages: Full professional fluency in both Italian and English (written and spoken).

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

Competitive Compensation: €45,000 – €65,000 gross annual base salary + stock options (ESOP) package.

Benefits That Matter

Hybrid Work: Split your time between working from home and collaborating in our Milan HQ at least 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.