Director of Sales Training - High Ticket

A Snapshot of WFS Group:
WFS is a high performance RevOps agency that installs and deploys enterprise-grade, AI-driven revenue engines and selling systems for our clients. Think of a lead generation based marketing agency…. But focused on sales 🤪Put simply, our clients outsource their sales department to us and we sell their services to help them scale faster than ever before while changing as many people’s lives as possible.

We architect entire end-to-end sales solutions by designing custom sales motions, integrating battle-tested systems, developing go to market strategies powered by our proprietary playbooks, and then hiring, training, and managing a highly trained on demand sales force to deploy faster and more predictable revenue engines. The current verticals we serve are the alternative education space that sell transformative programs including everything from business consulting programs, to programs that teach people how to invest in real estate, learn mergers and acquisitions and many many more, along with the software as a service (SaaS) vertical, bringing cutting edge technology products to market. In short, we’re a full-stack RevOps implementation partner that installs full cycle turnkey selling systems for our clients.

Position Overview:
At WFS Group, we don’t just onboard team members. We deploy high-performance revenue operators into live fire environments with precision and velocity. The Director of Sales Training sits at the core of our talent activation engine.

This role owns the entire learning lifecycle for all new sales hires and ongoing performance development across the organization. From day one ramp to long-term skill stacking, this person ensures every rep is not just “trained,” but fully operational, battle-tested, and continuously evolving. This is not a passive facilitation role.

This is a high-impact, high-ownership leadership function responsible for building, refining, and executing the systems that turn raw talent into revenue producers. You will design onboarding frameworks, lead recurring training cadences, dissect call performance at scale, and continuously optimize the training ecosystem based on real-world performance data. You are the bridge between strategy and execution, turning sales theory into daily behavioral output that drives measurable revenue outcomes across every brand and account we operate.

You SHOULD apply to this role if:
You have built or led high-performance sales training or enablement programs

You understand how to take inexperienced reps and ramp them into consistent closers

You have deep experience in high-ticket sales environments

You are equally fluent in coaching soft skills and dissecting hard performance data

You know how to build training systems that actually stick, not just sound good

You thrive in fast-moving, high-accountability, no-fluff environments

You are obsessed with call reviews, performance patterns, and behavioral optimization

You can design onboarding journeys that shorten ramp time without sacrificing quality

You understand CRMs, pipelines, and sales metrics at a tactical level

You are comfortable running live training sessions, workshops, and recurring enablement meetings

You naturally turn underperformance into structured improvement plans

You enjoy building order out of chaos and scaling what works

You are energized by developing talent at scale and watching reps level up quickly

You SHOULD NOT apply if:
You have never owned or led a sales training or enablement function

You avoid data and prefer “gut feel” over performance analytics

You struggle to coach underperforming reps with direct, actionable feedback

You cannot translate sales performance into structured training content

You are uncomfortable reviewing calls, pipelines, and rep behavior in detail

You prefer static environments with minimal change or iteration

You are not confident running group training sessions or leading rooms

You get overwhelmed by fast-paced, high-volume sales environments

You think training is a one-time onboarding event instead of a continuous system

You are not excited by accountability, metrics, and measurable outcomes

You lack experience in high-performance sales organizations

You eat your pizza with ranch (may be flexible on this one)

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

Job Type: Full-time, W2
Pay: $120,000-$150,000
Schedule:
Monday to Friday