Driver Trainer Team Lead

🚨 DRIVER SUPERVISOR / TRAINER 🚨

With the opening of our new 10-acre headquarters in Florida , Palmetto Yacht Management is continuing its strategic growth and strengthening its leadership team.

Palmetto Yacht Management is the 2nd largest family-owned vessel relocation company in the industry , and we are seeking an experienced Driver Supervisor / Trainer to lead, mentor, and support our regional driver operations.

This role is designed for a proven leader who thrives in both CDL-A field operations and administrative oversight , and who can serve as the first line of leadership support for our drivers.

🌊 Position Overview

The Driver Supervisor / Trainer is a critical leadership role responsible for driver development, regional oversight, operational discipline, and training execution . This position bridges drivers, operations, and management—ensuring consistency, safety, professionalism, and accountability across the fleet.

This is a hands-on leadership role , not a desk-only position.

🛠 Key Responsibilities

Driver Leadership & Support

Primary point of contact for driver calls unrelated to logistics/dispatch

First line of defense for face-to-face counseling and verbal warnings

Mentor and coach drivers on professionalism, safety, and performance

Conduct skills assessments and ongoing driver evaluations

Oversee and approve loads placement/securement

Training & Development

Lead new driver onboarding and training programs

Conduct ride-alongs, evaluations, and refresher training

Develop and deliver training materials (presentations, SOP reviews, safety briefings)

Ensure consistent application of company standards across all drivers

Regional & Site Leadership

Serve as Site Contact for assigned region or facility

Maintain oversight of driver room inventory and yard organization, cleanliness, and readiness

Act as Leader of Regional Projects as assigned (boat shows, large scale moves, complex project moves)

Systems & Administrative Responsibilities

Heavy daily use of computer systems and internal tools

Proficient with:

Google Workspace , including Google Slides

CRM platforms (Salesforce experience required)

Fleet Maintenance & Asset Tracking systems such as Samsara

Review and audit driver documentation, photos, reports, and compliance data

Maintain accurate digital records and training documentation

🚛 What Makes This Role Unique

Regional relay travel model similar to FedEx / UPS

Drivers stay local to their home region with frequent nights at home

Exposure to new boat models , OEM releases, and major boat shows

Operate and train drivers using new Ram 5500s and custom boat trailers

Fully stocked trucks with tools and equipment

Company credit cards for on-the-road expenses

Hotel accommodations provided (no sleeping in trucks)

Flexible scheduling to support work-life balance

📈 Compensation & Growth

Competitive leadership-level pay

Guaranteed 6-month, and annual reviews

Opportunity for up to 3% pay increases at each review

Long-term career growth within a rapidly expanding national operation

✅ Qualifications & Requirements

Extensive experience in boat handling, trailering, and marine transport

Proven leadership, training, and mentoring experience

Strong attention to detail, safety, and compliance

CDL-A required

Comfortable with extensive computer-based work

Typing speed: minimum 60 WPM

Ability to manage drivers while maintaining professionalism and authority

Excellent verbal and written communication skills

🌴 Why Palmetto Yacht Management?

We partner with premier manufacturers and organizations including Pursuit, Scout, Midnight Express, Solace, and MarineMax. Our drivers are trusted with some of the highest-value yachts on the road—and our supervisors are the backbone that makes that possible.

If you are ready to lead from the front , train elite drivers, and build long-term systems—not just run loads—we want to hear from you.

• 📩 How to Apply
• Please submit your resume, relevant certifications, and a brief cover letter outlining your leadership and training experience.

• 📲 See what a career with Palmetto looks like:
• YouTube: https://youtu.be/FYtrvcg5CcM

Instagram: https://instagram.com/palmettoyachtmanagement