Florida Regional Director of Sales Enablement

Vertex Service Partners•Orlando, FL

2d•$190,000 - $210,000•Hybrid

About The Position

As the Florida Regional Director of Sales Enablement, you will deliver classroom-based sales training through Vertex Sales University (VSU), provide live field coaching through ride-alongs, and directly drive the performance of new and veteran sales reps across Vertex’s Florida markets. You will serve as the region’s tile and metal roofing expert, advise on curriculum strategy, mentor Sales Managers, and lead through influence across a multi-company, multi-market region — owning the performance outcomes of every rep who comes through the program.

Requirements

Proven track record in 1-call-close tile, metal, and shingle residential retail roofing sales, or another in-home, one-call-close home improvement sales model — this is a hard requirement
Deep, working command of consultative selling — fluent in the steps and why they work
Natural facilitator who can command a classroom, coach one-on-one, and adapt in the moment
Tech-savvy — uses AI tools, digital platforms, and technology to work smarter, and is genuinely excited to apply them to training
Located in or willing to relocate to the Florida region — proximity to Orlando and Tampa strongly preferred
Extreme ownership mindset — success is measured by what reps and managers do in the field, not by classroom activity

Nice To Haves

Prior experience in a formal training, coaching, or sales leadership capacity
Experience building training materials, playbooks, or onboarding content
Familiarity with LMS platforms, AI productivity tools, or sales enablement technology
Experience working across multiple markets or company locations

Responsibilities

Co-Lead VSU Training Programs: Deliver and co-lead VSU bootcamp training sessions for new sales reps at the VSU training center in Atlanta. Teach Vertex’s 10-step consultative, one-call close sales process with the credibility of someone who has lived it. Drive rep skill development through high-engagement facilitation — role play, live demonstration, and real-time feedback.
Drive Florida Regional Performance: Own post-VSU sales rep performance across all Florida markets. Lead through influence — no direct reports, but full accountability for the output of every rep and sales manager in the region. Identify underperforming markets, reps, or leaders early and act through targeted coaching and field support. Track and analyze key performance indicators across the region, surface trends, and present solutions to leadership.
Field Coaching & Sales Manager Mentorship: Travel regularly into Florida markets to provide in-field coaching via ride-alongs alongside sales reps and sales managers. Mentor and advise sales managers on coaching technique, performance management, and team development. Lead onboarding training for new sales reps during critical onboarding and performance windows.
Training Strategy & Curriculum Development: Partner with the VP of Sales, Florida Region, and the National Sales Enablement Team to advise on curriculum design, program structure, and training strategy — all to drive revenue growth. Use AI tools, modern LMS platforms, and field expertise to build, refine, and maintain high-quality training materials. Identify performance trends and coaching gaps from post-VSU data and bring actionable recommendations to leadership. Collaborate with fellow Regional Directors and Sales Directors to ensure consistency and continuous improvement across all training markets.