Customer Success Enablement (Milan)

At Lexroom http://Lexroom.ai 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 http://Lexroom.ai? - 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 http://Lexroom.ai, 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. - Performance Bonuses: Rewards tied directly to measurable results. - Team Retreats & Off-sites: Dedicated time to connect, collaborate, and spark bold ideas. At Lexroom http://Lexroom.ai, 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.