Account Executive – Legal & Regulatory Sales – Italy
As an Account Executive, you will work in our Legal & Regulatory division where we help legal and compliance professionals enhance productivity, mitigate risk, and solve complex problems confidently.
About The Role
You’ll be on the frontlines of Libra’s growth, driving sales and adoption among small and mid‑sized law firms and lean in‑house legal teams. You’ll manage a mix of inbound leads and self‑sourced pipeline, running the full sales cycle from first touch to close. You’ll collaborate closely with our Legal Engineering and Customer Success teams to tailor Libra’s AI solutions to each client’s unique workflows, ensuring every new customer experiences immediate impact. This role is ideal for someone who’s hands‑on, commercially driven, and excited to sell a product that’s genuinely transforming the way legal work gets done. You’ll report to one of Libra’s Sales Directors and work alongside a growing team of passionate professionals.
What You’ll Do

Manage the full sales cycle for SMB and mid‑market customers — from discovery to demo, negotiation, and close.
Handle a steady stream of inbound leads while proactively identifying new opportunities through market and customer data‑driven insights and sales enablement tools to optimize outreach and engagement strategies.
Develop a deep understanding of customers’ pain points, daily workflows, and legal processes for driving sales based on the customer situation.
Collabate with Legal Engineering to deliver tailored demos and showcase real‑world AI use cases.
Maintain a healthy pipeline and apply structured qualification to improve forecasting accuracy and contribute to portfolio renewal.
Consistently meet and exceed monthly and quarterly ARR targets.
Work cross‑functionally with Marketing and Customer Success to refine messaging and ensure smooth onboarding.
Utilize a customer‑focused sales methodology (e.g., Challenger Sale) to qualify and advance complex deals.
Contribute feedback and ideas to help improve and scale our SMB sales motion.

What You’ll Bring
Education

Bachelor’s degree in Business Administration or a related commercial field preferred.

Experience

2–5 years of experience consistently exceeding sales quota in new B2B SaaS, tech sales, or professional services — ideally selling to SMB or mid‑sized clients.

Skills

Strong communication skills and the ability to build trust quickly with legal professionals and business stakeholders.
Ability to articulate ROI and build compelling business cases for technology.
Structured and proactive — you manage your pipeline efficiently and close deals with confidence.
Curiosity for AI, technology, and how they’re transforming the legal profession.
Native‑level proficiency in Italian and fluent English.
Collaborative mindset — you thrive in cross‑functional teams and fast‑paced environments.
Ambition, drive, and a desire to build something from the ground up.

Nice to Have

Legal background (law degree, law firm experience, or exposure to legal tech) is a plus — especially if you’re ready to move from practicing law to helping others transform it.

Workingtogether
This is a hybrid role, where you will spend at least eight days a month at our office, where you’ll enjoy the benefits of connecting and collaborating with your colleagues in person.
What We Offer
In just over a year, we’ve established ourselves as Europe’s fastest‑growing legal AI company by partnering with leading law firms, corporate legal departments, and publishers. As part of Wolters Kluwer’s Legal & Regulatory Division, Libra is building the operating system for modern legal work — and you can help us write its next chapter.
Interview Practices
To maintain a fair and genuine hiring process, we kindly ask that all candidates participate in interviews without the assistance of AI tools or external prompts. Our interview process is designed to assess your individual skills, experiences, and communication style. We value authenticity and want to ensure we’re getting to know you—not a digital assistant. To help maintain this integrity, we ask to remove virtual backgrounds and include in‑person interviews in our hiring process. Please note that use of AI‑generated responses or third‑party support during interviews will be grounds for disqualification from the recruitment process. Applicants may be required to appear onsite at a Wolters Kluwer office as part of the recruitment process.
Seniority level
Mid‑Senior level
Employment type
Full‑time
Job function
Sales and Business Development
Industries
Software Development
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