Job Description

As a Major & Strategic Account Executive, you will be working in our Legal & Regulatory division where we help legal and compliance professionals enhance productivity, mitigate risk, and solve complex problems confidently.

Our sw expert solutions combines deep legal reasoning with cutting-edge generative technology, fundamentally changing how legal counselors research, draft, and deliver legal work inside companies

About the role
We’re looking for sharp, ambitious Enterprise Account Executives to drive legal sw growth across large corporate legal departments and public administration in Italy. You’ll represent a best-in-class sw platform already trusted by Italy’s most innovative legal teams, your mission is to translate complex legal knowledge into digital workflows that deliver measurable impact for our customers.

You’ll own the full sales cycle, engaging directly with managing partners, general counsels, and innovation leaders. Working closely with our product specialist teams you’ll ensure every engagement delivers maximum value and credibility.

This is a role for people who love to win, move fast, and help build something that’s reshaping an entire sector.

You will report to the Large Account Sales Managers and collaborate with a growing team of passionate professionals. Together, you’ll foster a culture of performance, agility, and customer-centricity, laying the foundation for sustainable growth across the country.

What you’ll do

• Own the full sales cycle: from outreach and qualification to contract signature.
• Build and manage relationships with general counsels, legal operations leaders, and innovation heads.
• Apply strategic account planning to prioritize high-potential opportunities.
• Collaborate with specialist to design impactful demos, pilots, and AI workflows tailored to client needs.
• Develop a deep understanding of customers’ pain points, daily workflows, and legal processes for driving sales based on the customer situation.
• Map complex organizational structures to identify high-value use cases.
• Guide multi-stakeholder deals through legal, IT, and procurement processes with precision.
• Maintain accurate pipeline management and apply qualification frameworks to improve forecasting.
• Utilize a customer focused sales methodologies to qualify and advance complex deals.
• Deliver compelling presentations and business cases that demonstrate WK sw’ s ROI and strategic impact.
• Share market insights and customer feedback with Product and Leadership to influence the roadmap.
• Contribute to and refine our enterprise sales playbook, we’re building this motion together.

What you’ll bring

Education

• Bachelor’s degree preferred in Law or equivalent legal qualification, in Business Administration or related commercial field.

Experience

• 3–6 years of B2B SaaS new sales experience with a proven track record of exceeding quota through complex, high-value deals.
• Strong commercial instincts and confidence engaging C-level decision-makers in legal, compliance, or operations.
• Proven ability to navigate complex procurement cycles and influence cross-functional buying committees.
• Experience selling into law firms, legal departments, or professional services, or the curiosity and drive to learn quickly.

Skills

• Exceptional communication and storytelling skills, you inspire confidence in every conversation.
• Collaborative mindset: you thrive working alongside Customer Success, Legal Engineering, and Product teams.
• Entrepreneurial spirit: proactive, structured, and outcome-driven.
• Native-level proficiency in Italian and fluent English.
• High trust, high urgency, and a genuine passion for how tech is transforming the legal industry.

Nice to have

• Legal background, especially if you're ready to move from practicing law to transforming it.
• Familiarity with legal tech or enterprise SaaS platforms and their value proposition.

Working together

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 a few years, we’ve established ourselves as one of the world’s fastest-growing legal AI company by partnering with leading law firms, corporate legal departments, public administration. As part of Wolters Kluwer’s Legal & Regulatory Division, WKI Legal sw is building the operating system for modern legal work, and you can help us write its next chapter.

Care and attention to the work environment, people, and their individual and professional growth within the sales organization. A collaborative, informal, and open work environment for the exchange of ideas.

Integrity, inclusion, and equal opportunity are at the heart of our culture. We believe that diversity is the strength that allows us to grow and create solutions that make the difference.

Benefits:

• Hybrid work schedule
• Flexible hours to ensure work-life balance
• Meal vouchers worth €8
• Online well-being programs
• Welfare platform open to all employees
• Work location: Milan or Rome

Join us, at Wolters Kluwer, and be part of a global technology company that makes a difference every day. Be the difference. If making a difference matters to you, then you matter to us

#Li-Hybrid

Our 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.