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Road Supervisor – Naples, FL

MV Transportation is looking for a hands-on, safety-focused Road Supervisor who knows how to keep things moving—literally. If you thrive in the field, have a sharp eye for safety and schedule, and are calm in a crisis, we want to talk to you.

What You’ll Be Doing:

This isn’t a desk job. You’ll be out on the streets, making sure everything runs smoothly for our drivers, passengers, and partners.

Your day-to-day could include:

• Monitoring street operations to ensure on-time performance and route adherence.
• Performing vehicle and safety checks, including wheelchair securement and cleanliness inspections.
• Responding to accidents or incidents and helping get service back on track with minimal disruption.
• Conducting gate checks and verifying that vehicles, paperwork, and operators are all set for service.
• Providing real-time field support—from passenger issues to vehicle change-outs.
• Working with dispatch, maintenance, and safety teams to keep everything aligned and moving.
• Identifying detours or reroutes due to traffic, construction, or emergencies.
• Accompanying operators to medical facilities and ensuring drug/alcohol testing protocols are followed if required.
• Filling shifts in a pinch to make sure service never skips a beat.
• Reporting field observations and providing input that helps shape future training and safety improvements.

What You’ll Need:

• A high school diploma or GED
• A Class B CDL with Passenger endorsement is a must
• Transportation experience (in a similar service or operation)
• A clean safety and service record
• Comfort navigating emergency situations and solving problems on the fly
• Strong communication and organizational skills
• Familiarity with the Naples area and our vehicles/systems is a plus
• Ability to work independently, stay objective, and bring solutions to the table

 Why Join MV?

• You’ll be a key player in keeping our community moving.
• You’ll work with a team that values safety, service, and each other.
• You’ll grow in an environment that supports your career goals and appreciates boots-on-the-ground leadership.

 Ready to make an impact where it matters most? Apply now and take the next step in your transportation career.

MV Transportation is committed to a policy of Equal Employment Opportunity and will not discriminate against an applicant or employee on the basis of race, color, religion, creed, national origin or ancestry, sex, physical or mental disability, veteran or military status, genetic information or any other legally recognized protected basis under federal, state or local laws, regulations or ordinances.  The information collected by this application is solely to determine suitability for employment, verify identity and maintain employment statistics on applicants.   

Where permissible under applicable state and local law, applicants may be subject to a pre-employment drug test and background check after receiving a conditional offer of employment.