Wolters Kluwer · 18 hours ago
Sr. Sales Trainer - Enablement
Riverwoods, IL
Full-time
Onsite
Mid, Senior Level
$78K/yr - $137K/yr
4+ years expWolters 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 role focuses on designing, implementing, and optimizing enablement programs that enhance sales capabilities across all stages of the buyer journey.
BankingFinanceInformation ServicesInformation TechnologyLegalMobilePublishingSoftware
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
Qualification
Required
Minimum of 4 years successful sales enablement/sales/sales operations experience
Instructional Design/Training Delivery experience
Sales Enablement Program Management and Impact Analysis Experience
Proven track record of designing and delivering impactful sales enablement & training programs
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
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)
Preferred
Experience working in or with direct sales,/ pre-sales/ Post Sales customer success preferred
Benefits
Medical, Dental, & Vision Plans
401(k)
FSA/HSA
Commuter Benefits
Tuition Assistance Plan
Vacation and Sick Time
Paid Parental Leave
Company
Wolters Kluwer
Wolters Kluwer is an information services company specializing in software solutions and services for the healthcare and legal sectors.
10001+ employees
Funding
Current Stage
Public CompanyTotal Funding
$1.78B2025-06-23Post Ipo Debt· $578.76M
2025-03-13Post Ipo Debt· $542.74M
2024-03-11Post Ipo Debt· $655.84M
Leadership Team
Jason Marx
CEO, Wolters Kluwer Tax & Accounting
Nancy McKinstry
CEO
Recent News
Business Wire
2026-01-19
thefly.com
2026-01-12
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