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

• 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

• 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

• 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)

• 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
• 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

• 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

• 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

• 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