Overview
Wolters Kluwer Legal & Regulatory U.S. is seeking a strategic and hands-on
Sr. Sales Trainer - Enablement to empower our salesforce with skills, tools, content and information to be successful. This includes leading skill development initiatives to drive performance and deliver exceptional client value, drive deal acceleration and overall revenue growth. This role will focus on designing, implementing, and optimizing enablement programs that enhance sales capabilities across all stages of the buyer journey. You will often work with cross-functional teams, including sales, sales operations, customer success, marketing and product to drive collaboration and results
Key Responsibilities:
- Design, develop and execute a comprehensive skill development roadmap aligned with business goals, sales methodologies, and market trends
- Partner closely with internal SME’s (Sales Operations, Product, Marketing, Customer Success, etc.) to align enablement with business needs and priorities.
- Provide coaching and feedback to Sales reps to monitor and evaluate application of key skills
- Design, Development and Execution of data-driven programs /training/processes (live, virtual and digital) for selling strategies, products, and processes
- Measure program and sales performance to demonstrate ROI and impact of enablement programming- Use KPIs and feedback loops to assess training effectiveness, identify skill gaps, and continuously improve enablement initiatives.
- Develop/Update sales playbooks and certifications that support the sales process, ensuring they reflect any product, content or process changes
- Create and maintain sales enablement materials, curriculum and collateral that supports the salesforce in revenue generating activities
- Leverage enablement platforms (e.g., Gong, Outreach, Seismic, LMS systems) and CRM tools to deliver scalable learning experiences and track engagement and impact.
- Assist in optimization of our tech stack, as needed
Key Requirements
Experience:
- Minimum of 4 years successful sales enablement/sales/sales operations experience
- Instructional Design/Training Delivery experience
- Sales Enablement Program Management and Impact Analysis Experience
- Experience working in or with direct sales,/ pre-sales/ Post Sales customer success preferred
- Proven track record of designing and delivering impactful sales enablement & training programs.
Qualifications:
- Bachelor’s degree in Business, Education, or related field; Master’s or certifications in Sales Enablement, Industrial/Organizational Psychology or Learning & Development a plus.
- 4+ years of experience in sales enablement, training, or sales operations, preferably in B2B or legal/regulatory industries.
- Proven track record of designing and delivering impactful sales enablement programs.
- Strong understanding of adult learning principles, instructional design, and sales methodologies (e.g., Challenger, MEDDIC).
- Excellent communication, facilitation, and stakeholder management skills.
- Intimate Experience with enablement technologies and data analytics tools (Salesforce, Gong, Outreach, Seismic, Quip, Tableau, Spekit)
Travel: Occasional travel required < 20%
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.
Compensation:
$78,400.00 - $136,950.00 USD
This role is eligible for Bonus.
Compensation range listed is based on primary location of the position. Actual base salary offer is influenced by a wide array of factors including but not limited to skills, experience and actual hiring location. Your recruiter can share more information about the specific offer for the job location during the hiring process.
Additional Information:
Wolters Kluwer offers a wide variety of competitive benefits and programs to help meet your needs and balance your work and personal life, including but not limited to: Medical, Dental, & Vision Plans, 401(k), FSA/HSA, Commuter Benefits, Tuition Assistance Plan, Vacation and Sick Time, and Paid Parental Leave. Full details of our benefits are available upon request.
