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

Employment type
Full-Time

Work arrangement
No