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

Experience:

• Built or led high-performance sales training or enablement programs
• Understood how to take inexperienced reps and ramp them into consistent closers
• Had deep experience in high-ticket sales environments
• Fluent in coaching soft skills and dissecting hard performance data
• Knew how to build training systems that actually stick, not just sound good
• Thrived in fast-moving, high-accountability, no-fluff environments
• Obsessed with call reviews, performance patterns, and behavioral optimization
• Could design onboarding journeys that shorten ramp time without sacrificing quality
• Understood CRMs, pipelines, and sales metrics at a tactical level
• Comfortable running live training sessions, workshops, and recurring enablement meetings
• Naturally turned underperformance into structured improvement plans
• Enjoyed developing talent at scale and watching reps level up quickly

Skills:

• Strong understanding of sales methodologies and techniques
• Proficient in CRM tools and sales pipeline management
• Excellent communication and interpersonal skills
• Ability to analyze and interpret data to inform training strategies
• Experience with performance analytics and data-driven decision making
• Effective problem-solving and critical thinking skills
• Strong organizational and project management skills
• Ability to adapt to fast-paced, dynamic environments