Sr. Sales Trainer - Enablement
Wolters Kluwer, Deerfield, IL, United States
Sr. Sales Trainer - Enablement
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 SMEs (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: 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
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 SMEs (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: 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