Transportation Supervisor to lead, develop, and optimize transportation operations within our heavy haul and specialized transportation business! This exempt, salaried management role is responsible for overseeing a team of professional commercial drivers while ensuring the highest standards of safety, productivity, regulatory compliance, operational efficiency, and customer satisfaction. The Transportation Supervisor serves as the primary field leadership resource for drivers, providing daily direction, coaching, performance management, and support to ensure the successful execution of transportation services.
The Transportation Supervisor will manage transportation resources effectively, oversee day-to-day transportation activities, and drive operational excellence in support of departmental and organizational goals. This position is accountable for driver performance, transportation execution, fleet utilization, regulatory compliance, risk management, and transportation-related financial results. The role requires significant field presence, active engagement with drivers, and the ability to respond to operational challenges involving customers, vendors, carriers, and internal stakeholders in real time.
The ideal candidate is a proactive and results-oriented leader with a strong background in transportation operations, heavy haul logistics, and team development. This individual will streamline processes, mentor and develop employees, and implement scalable solutions that support future growth while balancing customer service, cost control, and operational performance. The Transportation Supervisor will collaborate closely with dispatch, logistics, sales, operations, and project teams to ensure transportation services align with customer expectations and business objectives.
In this role, the Transportation Supervisor is responsible for ensuring compliance with all applicable federal, state, local, and company regulations, including Department of Transportation (DOT), Federal Motor Carrier Safety Administration (FMCSA), Hours of Service (HOS), Electronic Logging Device (ELD), and oversize/overweight permitting requirements. The successful candidate will foster a culture of safety, accountability, continuous improvement, and professional development, contributing to the overall success and growth of Raymond West's transportation operations.
Duties and Responsibilities:Primary duties and responsibilities will vary with the specific position. Typical responsibilities are listed below. This list is not inclusive.
- Supervise staff in an assigned area to include planning and assigning projects/tasks to staff, making hiring, separation, and disciplinary recommendations, and conducting performance evaluations.
- Ensure staff development and coordinate training programs for new staff and identify training needs for current staff
- Manage employee's timecard utilizing the company's Time and Attendance system
- Develop, organize, implement, and oversee programs, policies, and procedures.
- Demonstrates drive and initiative
- Maintains a professional attitude in all matters
- Correspond with Vendors and respond to inquiries in a timely manner
- Leadership and Driver Management
- Provide direct supervision, leadership, and support to all assigned commercial drivers.
- Foster a culture of safety, accountability, professionalism, and operational excellence.
- Conduct ride-a longs, field observations, coaching sessions, and driver performance evaluations.
- Mentor and develop drivers in safe driving practices, customer service, operational efficiency, and regulatory compliance.
- Support recruiting, onboarding, orientation, and retention of qualified CDL drivers.
- Conduct performance reviews and establish development plans for team members.
- Manage attendance, performance issues, corrective actions, and disciplinary processes when required.
- Recognize and reward employee achievements while promoting a positive work environment.
- Partner with Human Resources and Operations leadership on employee relations matters and workforce planning.
- Identify and develop future leaders through succession planning initiatives.
- Transportation Operations Management
- Oversee daily heavy haul transportation activities to ensure safe and efficient execution of equipment moves and customer deliveries.
- Coordinate driver schedules, route assignments, permits, escorts, and resource allocation.
- Monitor transportation activities and proactively resolve service interruptions or operational challenges.
- Serve as a coverage driver when operational needs require.
- Ensure driver and equipment availability aligns with customer commitments and operational requirements.
- Collaborate with dispatch, logistics, branch operations, sales, and project teams to optimize service delivery.
- Support planning and execution of oversized, overweight, and specialized transportation projects.
- Conduct field audits and site visits to verify compliance with operational standards and customer expectations.
- Monitor fleet utilization, productivity, and transportation performance metrics.
- Lead continuous improvement initiatives focused on safety, efficiency, and service quality.
- Safety, Compliance, and Risk Management
- Serve as the transportation safety leader for all assigned drivers and transportation personnel.
- Promote and reinforce a safety-first culture through active field engagement and leadership.
- Conduct safety meetings, toolbox talks, training sessions, and ride-along evaluations.
- Ensure compliance with all DOT, FMCSA, Hours of Service (HOS), Electronic Logging Device (ELD), vehicle inspection, oversized/overweight permitting, and company policy requirements.
- Monitor driver qualification files, licenses, medical certifications, training records, and regulatory documentation.
- Audit logs, permits, inspection reports, and transportation records for compliance.
- Investigate transportation accidents, incidents, claims, and near misses.
- Implement corrective actions and preventative measures to reduce operational risks and improve safety performance.
- Coordinate with Safety, Risk Management, and Insurance teams on transportation-related incidents.
- Financial and Performance Management
- Manage transportation-related operating expenses within approved budgets.
- Monitor labor costs, overtime, fuel consumption, maintenance expenses, and equipment utilization.
- Support annual budgeting, forecasting, and business planning activities.
- Identify opportunities to improve operational efficiency and reduce transportation costs without compromising safety or service quality.
- Establish, monitor, and report key performance indicators (KPIs), including:
- Driver safety performance
- DOT compliance metrics
- Accident frequency rates
- Hours of Service compliance
- On-time delivery performance
- Fleet utilization
- Driver productivity
- Fuel efficiency
- Customer satisfaction
- Transportation cost per mile
- Equipment downtime
- Analyze operational data and implement action plans to improve performance and achieve business objectives.
Required Skills/Abilities:- Excellent Management skills
- Excellent Written and verbal communication skills
- Excellent Organizational Time Management skills
- Must be able to perform duties under minimal supervision
- Ability to read and interpret documents such as safety rules, operating and maintenance instructions, and procedure manuals.
- Ability to speak effectively before groups of customers or employees of an organization.
- Must be willing to work off-hours as specific needs dictate and willing to assume more responsibility as required'
- Strong leadership, coaching, mentoring, and employee development skills.
- Thorough knowledge of DOT, FMCSA, Hours of Service, ELD systems, and transportation compliance requirements.
- Comprehensive understanding of heavy haul operations, specialized trailers, oversized loads, permitting processes, and route planning.
- Ability to effectively lead safety initiatives and enforce regulatory compliance standards.
- 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 effectively across departments and build positive relationships with customers, drivers, and operational teams.
- Strong customer-service orientation with a commitment to operational excellence.
- Ability to work independently and make sound decisions in dynamic operating environments.
Education/Experience:Minimum Education and Experience: Determined by position
- Required
- Valid Class A Commercial Driver's License (CDL).
- Minimum of five (5) years of commercial driving experience, preferably in heavy haul, specialized transportation, or equipment logistics.
- Minimum of three (3) years of supervisory, leadership, or management experience in transportation or logistics operations.
- Demonstrated knowledge of DOT regulations, FMCSA requirements, Hours of Service regulations, Electronic Logging Devices (ELDs), and transportation compliance programs.
- Experience working with heavy haul equipment, specialized trailers, oversized loads, permitting requirements, and route planning.
- Preferred
- 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.
Travel Requirement:- Frequent local travel is required to supervise, train, coach, and support Class A Drivers across multiple company locations.
- A company vehicle will be provided for business travel.
- This position also requires occasional overnight and out-of-state travel to support driver training, operational needs, compliance initiatives, and workforce development programs.
- The ability to travel independently and maintain a valid Class A driver's license is required.
- Must be able to be insured by Raymond West.
Physical Requirements:The work environment characteristics described here are representative of those an employee encounters while performing the essential functions of this job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions.
- Position is non-Sedentary
- May require the ability to walk, stand, reach with hands and arms, sit stoop climb, push, pull and heavy lifting.
- Repetitive use of fingers, wrists, and hands for typing word processing
- Must be able to verbally speak and hear with or without aid to utilize heavy phones with customers, vendors, and co-workers
- Occasionally may require the ability to lift push, pull or move up to 50lbs
- Specific vision abilities required by this job include close vision, distance vision, color vision, peripheral vision, depth perception, and ability to adjust focus
- Occasionally exposed to moving mechanical parts, fumes, or airborne particles, toxic, or caustic chemicals, outside weather conditions and risk electrical shock
- Noise level is moderate
- Ability to travel regularly to customer locations, operating facilities, jobsites, and project locations.
- Ability to work outdoors for extended periods in varied weather and environmental conditions.
- Ability to safely access, inspect, and evaluate trucks, trailers, heavy equipment, and transportation assets.
- Ability to climb ladders, steps, trailers, and equipment as necessary to perform inspections and field observations.
- Ability to operate a commercial motor vehicle when required to support operational needs.
- Ability to respond to emergencies and transportation issues outside of normal business hours as needed.
Working Hours:Weekdays (Monday through Friday), This position does not operate on a fixed schedule. The Transportation Supervisor is expected to maintain a regular work schedule that supports transportation operations, with typical availability between
4:00 a.m. and 6:00 p.m. based on business needs.
Due to the nature of transportation and field operations, the position requires flexibility to work extended hours, weekends, holidays, and occasional off-hours as necessary to support drivers, customer requirements, operational issues, emergencies, and transportation-related incidents.
Pay Range:
- The salary range for this position is $75,000 - $90,000. The specific pay offered to a candidate may be influenced by a variety of factors including but not limited to the candidate's relevant experience, education, and work location.
Qualified candidates
must be able to pass a pre-employment physical and drug screen.
Raymond West provides medical, dental, vision, 401k with company match, flexible spending accounts, disability insurance, life insurance, personal time off, holiday pay and a great team to work with!
Check us out at
www.raymondwest.com. Raymond West has a great group of loyal and hardworking employees who help us maintain our exemplary level of sales and service.
Apply on-line via the sub 
