Transportation Supervisor

Raymond West•Ontario, CA

21d•$75,000 - $90,000

About The Position

Raymond West is hiring an exempt, salaried management professional to lead and optimize heavy-haul and specialized transportation operations. The supervisor oversees professional commercial drivers and transportation resources, ensuring safety, productivity, regulatory compliance, operational efficiency, and customer satisfaction. The role provides daily direction, coaching, performance management, and support to drivers, and is accountable for transportation execution, fleet utilization, risk management, and financial results. Significant field presence and real-time response to operational challenges are required. The supervisor works closely with dispatch, logistics, sales, branch operations, and project teams to align service delivery with customer expectations and business objectives, while developing employees and implementing improvements that support growth. The position requires compliance with applicable federal, state, local, and company requirements, including DOT, FMCSA, Hours of Service, Electronic Logging Device, and oversize/overweight permitting rules. It is a Monday-through-Friday position without a fixed schedule; typical availability is between 4:00 a.m. and 6:00 p.m. Flexibility for extended hours, weekends, holidays, and off-hours is required as business needs dictate. Frequent local travel across company locations is required, with occasional overnight and out-of-state travel. A company vehicle is provided for business travel. The salary range is $75,000–$90,000. Candidates must pass a pre-employment physical and drug screen and be insurable by Raymond West.

Requirements

Valid Class A Commercial Driver’s License (CDL).
At least five years of commercial driving experience; heavy haul, specialized transportation, or equipment logistics experience is preferred.
At least three years of supervisory, leadership, or management experience in transportation or logistics operations.
Demonstrated knowledge of DOT regulations, FMCSA requirements, Hours of Service regulations, ELDs, and transportation compliance programs.
Experience with heavy-haul equipment, specialized trailers, oversized loads, permitting, and route planning.
Strong management, leadership, coaching, mentoring, and employee-development skills.
Excellent written and verbal communication, organizational, and time-management skills; ability to speak effectively before groups.
Ability to perform duties under minimal supervision and make sound decisions in dynamic operating environments.
Ability to read and interpret safety rules, operating and maintenance instructions, and procedure manuals.
Ability to work off-hours as business needs dictate and assume additional responsibility as required.
Ability to lead safety initiatives and enforce regulatory compliance.
Strong problem-solving, decision-making, and conflict-resolution abilities.
Ability to analyze operational and financial performance metrics and implement process improvements.
Working knowledge of transportation management systems, fleet-management tools, and Microsoft Office applications.
Ability to collaborate across departments and build positive relationships with customers, drivers, vendors, and operational teams.
Strong customer-service orientation and commitment to operational excellence.
Ability to travel independently, maintain a valid Class A CDL, and be insured by Raymond West.
Ability to pass a pre-employment physical and drug screen.
Ability to meet the listed physical and field-work demands, including walking, standing, reaching, sitting, stooping, climbing, pushing, pulling, occasional lifting up to 50 pounds, and safely inspecting trucks, trailers, heavy equipment, and transportation assets.
Ability to work outdoors for extended periods in varied weather and environmental conditions and respond to emergencies outside normal business hours.

Nice To Haves

Associate’s or bachelor’s degree in Transportation, Logistics, Business Management, Operations Management, or a related field.
Experience managing transportation budgets, performance metrics, and fleet-utilization programs.
Professional certifications related to transportation, logistics, safety, or fleet management.

Responsibilities

Supervise assigned staff, including planning and assigning work, making hiring, separation, and disciplinary recommendations, and conducting performance evaluations.
Develop staff and coordinate training for new employees; identify training needs for current employees.
Manage employee timecards using the company’s Time and Attendance system.
Develop, organize, implement, and oversee programs, policies, and procedures.
Correspond with vendors and respond to inquiries in a timely manner.
Provide direct supervision, leadership, and support to assigned commercial drivers; coach, evaluate, mentor, and develop them in safe driving, customer service, efficiency, and compliance.
Support driver recruiting, onboarding, orientation, retention, attendance management, corrective actions, and employee relations; partner with Human Resources and Operations leadership on workforce planning and succession planning.
Oversee daily heavy-haul transportation activities, including equipment moves and customer deliveries; coordinate schedules, routes, permits, escorts, and resource allocation.
Monitor transportation activities, resolve service interruptions, ensure driver and equipment availability, and serve as a coverage driver when needed.
Collaborate with dispatch, logistics, branch operations, sales, and project teams to optimize service delivery and support specialized transportation projects.
Conduct field audits and site visits to verify operational standards and customer expectations; monitor fleet utilization, productivity, and performance metrics.
Lead safety meetings, toolbox talks, training, ride-alongs, field observations, and continuous improvement initiatives.
Ensure compliance with DOT, FMCSA, HOS, ELD, vehicle inspection, oversize/overweight permitting, and company requirements; monitor driver qualification and regulatory records and audit logs, permits, inspection reports, and transportation records.
Investigate accidents, incidents, claims, and near misses; implement corrective and preventive actions and coordinate with Safety, Risk Management, and Insurance teams.
Manage transportation operating expenses within approved budgets and monitor labor costs, overtime, fuel, maintenance expenses, and equipment utilization.
Support budgeting, forecasting, and business planning; identify cost and efficiency improvements without compromising safety or service quality.
Establish, monitor, and report KPIs, analyze operational and financial data, and implement action plans to improve performance.
Travel regularly to company locations, customer sites, operating facilities, jobsites, and project locations; respond to emergencies and transportation issues outside normal business hours as needed.