Director of Sales Training – High Ticket

This is a fully remote position, open to applicants in Arizona, +15 more states.

📋 Description

• Take ownership of and implement the complete onboarding and ramp process for all new sales hires.

• Create, develop, and consistently enhance the WFS Sales Training Center (STC) curriculum.

• Facilitate all new hire training cohorts from initiation to full ramp completion.

• Conduct recurring weekly and daily enablement sessions for active sales teams.

• Develop training modules tailored to specific roles such as setters, closers, and hybrid positions.

• Analyze sales calls at scale and convert insights into structured coaching frameworks.

• Establish performance-based feedback loops directly linked to revenue outcomes.

• Collaborate with Sales Directors to identify skill gaps and implement targeted interventions.

• Continuously enhance objection handling, closing frameworks, and discovery processes.

• Track rep ramp time, conversion rates, and productivity benchmarks.

• Standardize best practices across all accounts and ensure team adoption.

• Work in partnership with recruiting and leadership to enhance hiring-to-ramp alignment.

• Provide support for live deal strategy coaching and real-time performance assistance.

• Maintain and update internal training documentation, playbooks, and SOPs.

• Recognize behaviors of top performers and systematize them into repeatable training resources.

• Ensure training is aligned with CRM data, pipeline structure, and reporting accuracy.

• Collaborate cross-functionally with leadership to support scaling initiatives and the launch of new accounts.

• Foster continuous improvement in sales effectiveness across all WFS brands and teams.

⛳️ Requirements

• Experience in building or leading high-performance sales training or enablement programs.

• Ability to transform inexperienced reps into consistent closers.

• Extensive experience in high-ticket sales environments.

• Proficient in coaching soft skills and analyzing hard performance data.

• Capable of developing training systems that are effective and sustainable.

• Flourish in dynamic, high-accountability, no-nonsense environments.

• Passionate about call reviews, performance trends, and optimizing behaviors.

• Design onboarding experiences that reduce ramp time while maintaining quality.

• Have a tactical understanding of CRMs, pipelines, and sales metrics.

• Comfortable conducting live training sessions, workshops, and ongoing enablement meetings.

• Able to convert underperformance into structured improvement strategies.

• Enjoy creating order from chaos and scaling successful practices.

• Motivated by developing talent on a large scale and witnessing rapid progression in reps.

• Have never owned or led a sales training or enablement function.

• Prefer intuition over data and avoid performance analytics.

• Find it challenging to provide direct, actionable feedback to underperforming reps.

• Struggle to convert sales performance data into structured training content.

• Feel uncomfortable with detailed reviews of calls, pipelines, and rep behaviors.

• Prefer static environments with little change or iteration.

• Lack confidence in facilitating group training sessions or leading discussions.

• Get overwhelmed by fast-paced, high-volume sales settings.

• View training as a one-time onboarding process instead of an ongoing system.

• Lack experience in high-performance sales organizations.

• Have a preference for eating pizza with ranch (this may be negotiable).

🏝️ Benefits

• Opportunity to work in a dynamic and innovative environment.

• Professional development and growth opportunities.

• Competitive salary and performance-based incentives.

• Comprehensive benefits package including health, dental, and retirement plans.

• Collaborative team culture focused on success and improvement.