Transportation Road Supervisor

TransWest Mobility•Redmond, WA
•$32 - $37

About The Position

The Road Supervisor provides front-line supervision for drivers and support staff, ensuring safe, timely, and efficient shuttle operations from pull-out through route completion. The role oversees vehicle readiness, fleet condition, route coverage, supplies, documentation, and on-road performance, and partners with the Operations Manager on fleet movement, repairs, staffing coverage, and operational records. The Road Supervisor also supports driver recruitment, onboarding, training, coaching, certifications, road testing, incident investigation, and safety follow-up to maintain service quality, regulatory compliance, and company standards. The position supervises 20 or more team members and oversees a fleet of 20 or more shuttle vehicles, as well as support vehicles. Compensation is $32.00–$36.50 per hour, with the range dependent on years of experience, CDL class, and endorsements. Internal TransWest CDL drivers receive a $3.50 premium added to their base rate. There is also an opportunity for a quarterly safety performance bonus for team members who meet established safety program requirements.

Requirements

  • At least 2 years of experience in a lead or supervisory role.
  • At least 2 years of driving experience in shuttle, routed, or point-to-point transportation using a vehicle with a GVWR of 10,000 pounds or greater.
  • Experience coaching, mentoring, or training drivers.
  • Strong defensive driving skills and knowledge of safe driving practices.
  • Familiarity with DOT/FMCSA safety and compliance requirements.
  • Strong verbal, written, presentation, and public-speaking skills.
  • Ability to document incidents, training outcomes, and performance concerns clearly and accurately.
  • Strong critical-thinking and problem-solving skills.
  • Experience using Microsoft Office Suite.
  • Must be at least 21 years of age.
  • Acceptable Motor Vehicle Record.
  • CDL Class A or B license.
  • Passenger endorsement.
  • Current and active DOT Medical Card.

Responsibilities

  • Provide front-line supervision to drivers, program support staff, and other staff assigned to the Shuttle Transportation Program, representing supervisory responsibility for 20 or more team members.
  • Ensure all shuttle routes pull out efficiently at the beginning of each shift so service starts on time and operates safely and efficiently.
  • Assign vehicles to routes, ensure external signage is current, and confirm drivers have necessary supplies and documentation.
  • Work with the Operations Manager on fleet management and movement of assets.
  • Oversee a fleet of 20 or more shuttle vehicles and support vehicles.
  • Review fleet condition daily and assist with scheduling repairs as determined by the Operations Manager.
  • Ensure the fleet is clean by working with drivers to schedule and perform cleaning activities.
  • Oversee ordering and procurement of equipment and supplies, ensuring staff and daily operations have what they need and shuttles remain stocked with required supplies, schedules, and informational materials.
  • Work with the Operations Manager to cover scheduled and unscheduled absences when drivers do not check in on time.
  • Assist with gathering data and updating shuttle operations records as needed.
  • Conduct on-road observations at various system locations, monitoring on-time performance, operations, customer service, and safe driving; document and follow up on concerns.
  • Assist with investigations of workplace crashes and injuries and ensure adherence to safety standards and safe workplace practices.
  • Conduct driver recruitment, including candidate screening, interviewing, onboarding, and new-hire orientation.
  • Manage driver certification and recertification requirements and maintain accurate records of licenses, endorsements, medical certifications, and qualifications for regulatory compliance.
  • Coordinate safety orientation and provide ongoing driver training, coaching, and mentoring focused on defensive driving, compliance, customer service, and operational procedures.
  • Conduct road-test evaluations of driver candidates to assess safe driving skills, professionalism, and readiness.
  • Implement new or updated training to support operational changes, safety initiatives, company standards, and DOT/FMCSA compliance requirements.
  • Assist with incident investigations, documentation, and follow-up actions to reinforce safe workplace practices and regulatory compliance.
  • Use public speaking, presentation, written communication, and critical-thinking skills to deliver effective training and communicate expectations clearly.
  • Perform other duties as assigned.

Benefits

  • Medical, dental, vision, and life insurance.
  • 401(k) retirement plan with company match.
  • Paid time off accrues under company policy and may be used for vacation, personal, or sick time; eligible team members can accrue up to 80 hours (10 days) annually, with increased accrual opportunities based on years of service.
  • One paid personal day annually: 8 hours for full-time team members and 4 hours for part-time team members.
  • Seven company-observed holidays; eligible full-time non-exempt team members receive eight hours of holiday pay and eligible part-time non-exempt team members receive four hours.
  • Opportunity for a quarterly safety performance bonus for team members who meet established safety program requirements.
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