Director of Sales Training - High Ticket

Major Roles & Responsibilities

• Own and execute the full onboarding and ramp process for all new sales hires
• Design, build, and continuously improve the WFS Sales Training Center (STC) curriculum
• Lead all new hire training cohorts from kickoff through full ramp completion
• Run recurring weekly and daily enablement sessions for active sales teams
• Develop role-specific training modules for setters, closers, and hybrid roles
• Review sales calls at scale and translate insights into structured coaching frameworks
• Build performance-based feedback loops tied directly to revenue outcomes
• Partner with Sales Directors to identify skill gaps and create targeted interventions
• Continuously refine objection handling, closing frameworks, and discovery processes
• Monitor rep ramp time, conversion rates, and productivity benchmarks
• Standardize best practices across all accounts and ensure adoption across teams
• Collaborate with recruiting and leadership to improve hiring-to-ramp alignment
• Support live deal strategy coaching and real-time performance support
• Maintain and evolve internal training documentation, playbooks, and SOPs
• Identify top performer behaviors and systemize them into repeatable training assets
• Ensure training alignment with CRM data, pipeline structure, and reporting accuracy
• Work cross-functionally with leadership to support scaling initiatives and new account launches
• Drive continuous improvement in sales effectiveness across all WFS brands and teams

Qualifications

Required:

• Bachelor's degree in Business Administration, Marketing, Sales, or related field
• Minimum 5 years of experience in sales operations, sales enablement, or similar role
• Experience in high-performance sales environments
• Proven track record of building and leading high-performing sales training programs
• Strong understanding of CRM systems and sales methodologies
• Ability to coach and develop sales representatives at all levels
• Experience with performance data analysis and optimization

Preferred:

• Experience in the alternative education space or SaaS vertical
• Leadership experience in a fast-paced, high-growth environment
• Experience with AI-driven revenue engines and selling systems

Skills

Essential:

• Strategic thinking and ability to translate strategy into actionable training content
• Strong communication and interpersonal skills
• Ability to work independently and manage multiple projects simultaneously
• Data-driven decision making and performance optimization
• Effective training delivery and facilitation skills

Desirable:

• Experience with AI-driven revenue engines and selling systems
• Experience in the alternative education space or SaaS vertical
• Leadership experience in a fast-paced, high-growth environment