Lead Sales Enablement & Training Specialist

Work Arrangement: Hybrid (3–5 days/week, minimum of 1 day on-site)
Assignment Type: Fixed-term (6–8 months)
Reporting To: Sales Operations Leader

Top 5 Skills

1. Sales training program coordination and delivery
2. LMS administration and learning path optimization
3. Challenger sales methodology support
4. Sales enablement platform management (Highspot)
5. Cross-functional stakeholder and program management

Role Summary

The Lead Sales Enablement & Training Specialist supports the design, coordination, and delivery of sales enablement and commercial training programs.

This role focuses on:

• Organizing and optimizing enablement content and platforms
• Supporting Challenger sales training programs
• Ensuring continuity of training operations during a critical execution period

Note: This is not a technical or engineering training role. The focus is on sales enablement, seller readiness, and learning systems that drive commercial effectiveness.

Key Responsibilities

Sales Enablement & Training Execution

• Design, coordinate, and deliver sales training programs (instructor-led, virtual, and blended learning)
• Support execution of Challenger sales training programs, including:
  • Scheduling and logistics
  • Facilitator coordination
  • Learner communications
  • Follow-up activities
• Partner with Sales Excellence, Sales Leadership, Marketing, and Product teams to align training with business priorities

Enablement Content & Platform Management

• Manage and maintain sales enablement content within Highspot
• Improve content structure, taxonomy, and usability
• Ensure sellers can easily find and apply relevant materials
• Archive outdated or redundant content
• Support content governance standards

Learning Management System (LMS) Optimization

• Clean up and rationalize LMS training content
• Improve:
  • Learning paths
  • Course structure
  • Enrollment logic
• Support onboarding and ongoing development programs
• Maintain and enhance existing programs (no net-new curriculum design required)

Program Effectiveness & Reporting

• Track training participation and completion metrics
• Monitor basic effectiveness indicators
• Provide regular updates on:
  • Program progress
  • Risks
  • Improvement opportunities
• Use feedback and data to support continuous improvement

Leadership & Collaboration

• Operate independently with minimal supervision
• Prioritize and execute work using sound judgment
• Coordinate vendors, facilitators, and contributors as needed
• Act as a trusted partner to stakeholders during the coverage period

Qualifications

• Bachelor's degree in a related field
• 6–8 years of experience in:
  • Sales training
  • Sales enablement
  • Learning & Development or related discipline
• Hands-on experience with:
  • Sales enablement platforms (e.g., Highspot)
  • Learning Management Systems (LMS)
• Familiarity with Challenger sales methodology
• Strong organizational and project management skills
• Ability to manage multiple workstreams in a fast-paced environment
• Excellent communication and stakeholder management skills

Role Characteristics

• Lead-level role requiring autonomy and execution focus
• Broad scope across:
  • Training delivery
  • Enablement operations
  • Content management
• Short-term, high-impact assignment supporting business continuity