Operations Supervisor - Transportation West

Cherry Creek Careers; Colorado; On-site; USD 70,000 - 90,000; Full time

Job summary

Cherry Creek Careers is recruiting a Transportation Operations Supervisor to oversee all bus drivers and aides, ensuring routes and trips are completed safely and on time. You will review GPS data and onboard video to enforce performance and safety standards.

This role requires a Class B CDL with P and S endorsements within 90 days, a clean driving record, and the ability to manage scheduling, training, and disciplinary actions.

Qualifications

• Criminal background check and fingerprinting required
• High School Equivalency diploma required
• Two years of professional work experience
• Colorado CDL Class B with P and S endorsements within 90 days to maintain this position
• Good driving record required
• Ability to meet insurance requirements
• Intermediate knowledge of Microsoft Office
• Advanced oral and written communication skills
• Knowledge of school buses and safety equipment
• Ability to deescalate conflicts with drivers, parents, and students
• Ability to work both independently and with others
• Ability to collaborate with supervisors, staff, students, and the community
• Commitment to student safety and customer service
• Ability to accommodate varying schedules and locations

Responsibilities

• Supervise and evaluate all bus drivers and assistants; manage staffing and issues
• Ensure on-time routes and safe student transport; monitor GPS and video evidence
• Administer the student management program; conduct employee evaluations
• Respond to incidents; follow accident protocols and safety procedures
• Coordinate with district staff and parents; attend meetings and seminars
• Handle after-hours on-call responsibilities

Skills

Communication skills

Leadership

Customer service

Problem solving

Education

High School Equivalency (HSE) diploma

Colorado CDL Class B with P and S endorsements

Tools

Microsoft Office

GPS tracking system

Job description

Transportation Operations Supervisor

• FLSA Exemption Status: Exempt
• Classification Group: Professional Technical
• Supervising Position: Director or designee
• Pay Plan: Professional Technical
• Pay Range: Range 04
• Last Updated: 07.2026

JOB SUMMARY

Supervise all bus drivers and bus assistants. Ensure all routes and trips are completed on-time with available resources. Review GPS reports and onboard video cameras. Enforce progressive discipline as needed. Complete employee evaluations. Administer the student management program. Represent the district at meetings, conferences, and seminars in a professional manner. Required to obtain a Class B CDL License with P and S endorsements, and transport students to and from school.

ESSENTIAL DUTIES AND RESPONSIBILITIES

The subsequent duties outline the fundamental operations of the position and exemplify the nature of the tasks carried out. They do not encompass a comprehensive inventory of the obligations and responsibilities fulfilled in this role. The approximation of frequencies and time allocation percentages are flexible and subject to the requirements of the organization.

Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

• Supervise, assign work to ensure coverage, and evaluate all assigned bus drivers and bus assistants. Provide work direction, identify and resolve transportation issues, schedule retraining, and problem- solve route and personnel issues. Provide customer service to our transportation employees. Enforce progressive discipline as needed and complete employee evaluations. Administer the student management program. Initiate protocols to ensure students are being transported safely to and from school. Monitor all aspects of bus driver and bus assistant performance, including spot checking for pre-trips, and post-trips, appropriate use of specialized equipment, and driving ability. Respond to accident scenes, assess damage and injuries, and implement reasonable suspicion protocols when deemed necessary. Follow all accident protocols. Transport students to and from school daily.
• Monitor ongoing two-way radio and telephone communications with transportation, district security, dispatch, and school personnel as required. Meet with transportation employees, students, parents/guardians, school employees, and district administrators, to review onboard video.
• Use specialized software programs to compile department forms, detailed maps, graphic and other operational paperwork. Utilize GPS tracking system, and vehicle computerized tablets for turn by turn directions.
• Implement emergency procedures (e.g. snow days, accidents, early school closure, emergency closures) when necessary. Share in after hours, weekend and holiday on-call responsibilities.
• Represent the district at meetings, conferences, and seminars in a professional manner. Meet with personnel within other transportation departments within the state for problem solving, coordination, and implementation of new rules and regulations. Attend in-district bus driver meetings at schools and represent bus driver and bus assistant interests and concerns.
• Perform other duties as assigned or requested.

REPORTING RELATIONSHIPS

This job has supervisor responsibilities including, but not limited to, interviewing, hiring, directing work, assigning work, supervising work, training, evaluating, disciplining, and terminating. Direct reports:

• Bus Driver
• Bus Assistant
• Non-CDL Driver
• Casual Bus Driver
• Hourly Transportation Support

MINIMUM QUALIFICATIONS

The minimum prerequisites of formal education, professional work experience, certifications, licenses, endorsements, designations, trainings, and other criteria that a candidate must fulfill to be considered for a position. It is essential that certifications, licenses, endorsements, designations, and trainings are fulfilled, valid, and not expired.

• Criminal background check and fingerprinting required
• High School Equivalency (HSE) diploma
• Two (2) years of professional work experience
• Required to obtain a Colorado Commercial Driver’s License, Class B, with a P and S Endorsement within (90) days to maintain this position
• Possess and maintain a good driving record
• Ability to meet Colorado School District Self-Insurance Pool Insurability Requirements
• Administrative assistant/clerical, payroll, accounting, or human resources experience
• Intermediate knowledge of Microsoft Office
• Advanced oral and written communication skills
• Advanced knowledge of school buses, emergency equipment, safety vests, wheelchair lifts and all other adaptive securements to safely transport students with disabilities
• Ability to deescalate confrontational bus drivers, bus assistants, parents/guardians, and students
• Ability to work alone and collaboratively with others
• Ability to work in a collaborative environment and interact positively and constructively with supervisors, staff members, students, the community, and any other district stakeholder
• Ability to demonstrate concern for student safety and customer service
• Ability to work varying daily schedules and locations

PHYSICAL REQUIREMENTS AND WORKING CONDITIONS

The physical demands, mental functions, cognitive capacities, and work environment factors required to perform a position’s essential functions. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

• Medium work strength level (lifting or carrying 50 pounds)
• Works both indoors and outdoors
• Typically a moderate noise level
• Work location is subject to change to meet the requirements of the organization
• Occasional bending, reaching, and climbing
• Occasional stooping, kneeling, crouching, and crawling
• Occasional repetitive movements
• Hearing
• Close, distance, color and peripheral vision
• Visual concentration, depth perception, and ability to adjust focus
• Eye/hand coordination (e.g., typing, driving)
• Normal transportation school district environment
• Must successfully pass all DOT physical and agility tests

DESIRED QUALIFICATIONS

Formal education, professional work experience, certifications, licenses, endorsements, designations, trainings, and other qualifications relevant to the position that are strongly preferred but not mandatory for a candidate to be considered.

• Experience working in the public sector
• Experience working directly with people from diverse racial, ethnic, and socioeconomic backgrounds
• Racially conscious and culturally competent with the skill, will, capacity, and knowledge to commit to a culture of continuous improvement
• Bilingual
• Specialized classes beyond high school or equivalent
• Previous employee management or school bus transportation experience
• Previous experience driving Class A or Class B vehicles