Transportation Manager Jobs in Maryland
Transportation Manager jobs in Maryland concentrate in freight logistics, port operations, public transit, and federal contractor supply chains, with demand at every level from operations supervisor to senior distribution director. The largest hiring metros are Baltimore, the Washington D.C. suburbs, and the Frederick corridor, where established employers like the Maryland Transit Administration, Amazon, and Sysco maintain deep logistics footprints. Fleet compliance, intermodal coordination, and last-mile delivery optimization are the most in-demand specialties across the state. Find a role that fits below and apply directly.
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POSITION SUMMARY
The Manager of Transportation and Grounds is responsible for planning, directing, and supervising all transportation services and grounds maintenance operations. This position ensures the safe, efficient, and cost-effective transportation of students while maintaining school grounds, athletic fields, parking lots, and outdoor facilities in a safe, attractive, and functional condition. The manager works closely with school administrators, maintenance staff, contractors, and regulatory agencies to support the school’s educational mission.
PRIMARY RESPONSIBILITIES
Transportation Management
- Direct and oversee all student transportation operations, including regular bus routes, special education transportation, field trips, extracurricular activities, and emergency transportation.
- Develop and maintain efficient bus routes and schedules.
- Ensure compliance with all federal, state, and local transportation regulations.
- Supervise transportation staff, including drivers.
- Coordinate driver recruitment, hiring, training, certification, and performance evaluations.
- Monitor transportation safety programs and investigate accidents and incidents.
- Maintain transportation records, vehicle inspections, licensing, and required reports.
- Oversee preventive maintenance and repair schedules for buses and district vehicles.
- Respond to transportation concerns from parents, staff, and the community.
- Manage transportation budgets and monitor expenditures.
- Drive busses as needed and in emergency situations
- Plus any additional work as directed by the Director of Facilities
Grounds Management
- Plan, organize, and supervise the maintenance of all school grounds, athletic fields, landscaping, irrigation systems, parking lots, sidewalks, and playgrounds.
- Ensure school grounds meet safety and environmental standards.
- Coordinate pest control, tree maintenance, drainage, and erosion control activities.
- Work along side maintenance staff to assist with their activities and assist with grounds activities
- Oversee maintenance of outdoor equipment and vehicles.
- Monitor inventory of grounds supplies, equipment, and materials.
- Plus any additional work as directed by the Director of Facilities
Leadership and Administration
- Prepare and administer departmental budgets.
- Develop departmental policies and procedures.
- Ensure compliance with OSHA, environmental regulations, and school district policies.
- Coordinate emergency preparedness related to transportation and grounds operations.
- Collaborate with school administrators regarding facility needs and special events.
- Prepare reports for district leadership and the Board of Education.
- Evaluate staff performance and provide professional development opportunities.
- Promote a culture of safety, customer service, and continuous improvement.
QUALIFICATIONS
Education
- Bachelor's degree in Business Administration, Public Administration, Transportation Management, Facilities Management, or a related field preferred.
- Equivalent combination of education and experience may be considered.
Experience
- Minimum of five years of progressively responsible experience in transportation, facilities, grounds management, or school operations.
- Supervisory or management experience required.
- Experience in a school setting is preferred.
Knowledge, Skills, and Abilities
- Knowledge of pupil transportation laws and regulations.
- Knowledge of grounds maintenance practices, landscaping, and athletic field management.
- Knowledge of fleet management and preventive maintenance.
- Strong leadership, organizational, and problem-solving skills.
- Excellent verbal and written communication skills.
- Ability to manage multiple priorities and deadlines.
- Proficiency in transportation routing software, Microsoft Office, and computerized maintenance management systems.
- Ability to analyze budgets and operational data.
- Strong customer service and conflict-resolution skills.
Licenses and Certifications
- Valid driver's license required.
- Commercial Driver's License (CDL) preferred or ability to obtain with in 3 months of hire date
Physical Requirements
- Ability to walk school grounds and construction sites.
- Ability to lift up to 50 pounds occasionally.
- Ability to work outdoors in varying weather conditions.
- Ability to inspect buses, equipment, and facilities.
WORKING CONDITIONS
- Office, transportation facilities, and outdoor work environments.
- Occasional evening and weekend work.
- Availability during emergencies, severe weather events, and school closures.
Hours
- Hours vary upon day-to-day operations; will be discussed in the interview (Generally 8:00 - 4:30 M-F)
- Some weekends and evenings as needed
- Emergency calls as needed
Job Type: Full-time
Pay: $25.00 - $30.00 per hour
Benefits:
- Dental insurance
- Health insurance
- Health savings account
- Retirement plan
- Vision insurance
Work Location: In person
POSITION SUMMARY
The Manager of Transportation and Grounds is responsible for planning, directing, and supervising all transportation services and grounds maintenance operations. This position ensures the safe, efficient, and cost-effective transportation of students while maintaining school grounds, athletic fields, parking lots, and outdoor facilities in a safe, attractive, and functional condition. The manager works closely with school administrators, maintenance staff, contractors, and regulatory agencies to support the school’s educational mission.
PRIMARY RESPONSIBILITIES
Transportation Management
- Direct and oversee all student transportation operations, including regular bus routes, special education transportation, field trips, extracurricular activities, and emergency transportation.
- Develop and maintain efficient bus routes and schedules.
- Ensure compliance with all federal, state, and local transportation regulations.
- Supervise transportation staff, including drivers.
- Coordinate driver recruitment, hiring, training, certification, and performance evaluations.
- Monitor transportation safety programs and investigate accidents and incidents.
- Maintain transportation records, vehicle inspections, licensing, and required reports.
- Oversee preventive maintenance and repair schedules for buses and district vehicles.
- Respond to transportation concerns from parents, staff, and the community.
- Manage transportation budgets and monitor expenditures.
- Drive busses as needed and in emergency situations
- Plus any additional work as directed by the Director of Facilities
Grounds Management
- Plan, organize, and supervise the maintenance of all school grounds, athletic fields, landscaping, irrigation systems, parking lots, sidewalks, and playgrounds.
- Ensure school grounds meet safety and environmental standards.
- Coordinate pest control, tree maintenance, drainage, and erosion control activities.
- Work along side maintenance staff to assist with their activities and assist with grounds activities
- Oversee maintenance of outdoor equipment and vehicles.
- Monitor inventory of grounds supplies, equipment, and materials.
- Plus any additional work as directed by the Director of Facilities
Leadership and Administration
- Prepare and administer departmental budgets.
- Develop departmental policies and procedures.
- Ensure compliance with OSHA, environmental regulations, and school district policies.
- Coordinate emergency preparedness related to transportation and grounds operations.
- Collaborate with school administrators regarding facility needs and special events.
- Prepare reports for district leadership and the Board of Education.
- Evaluate staff performance and provide professional development opportunities.
- Promote a culture of safety, customer service, and continuous improvement.
QUALIFICATIONS
Education
- Bachelor's degree in Business Administration, Public Administration, Transportation Management, Facilities Management, or a related field preferred.
- Equivalent combination of education and experience may be considered.
Experience
- Minimum of five years of progressively responsible experience in transportation, facilities, grounds management, or school operations.
- Supervisory or management experience required.
- Experience in a school setting is preferred.
Knowledge, Skills, and Abilities
- Knowledge of pupil transportation laws and regulations.
- Knowledge of grounds maintenance practices, landscaping, and athletic field management.
- Knowledge of fleet management and preventive maintenance.
- Strong leadership, organizational, and problem-solving skills.
- Excellent verbal and written communication skills.
- Ability to manage multiple priorities and deadlines.
- Proficiency in transportation routing software, Microsoft Office, and computerized maintenance management systems.
- Ability to analyze budgets and operational data.
- Strong customer service and conflict-resolution skills.
Licenses and Certifications
- Valid driver's license required.
- Commercial Driver's License (CDL) preferred or ability to obtain with in 3 months of hire date
Physical Requirements
- Ability to walk school grounds and construction sites.
- Ability to lift up to 50 pounds occasionally.
- Ability to work outdoors in varying weather conditions.
- Ability to inspect buses, equipment, and facilities.
WORKING CONDITIONS
- Office, transportation facilities, and outdoor work environments.
- Occasional evening and weekend work.
- Availability during emergencies, severe weather events, and school closures.
Hours
- Hours vary upon day-to-day operations; will be discussed in the interview (Generally 8:00 - 4:30 M-F)
- Some weekends and evenings as needed
- Emergency calls as needed
Job Type: Full-time
Pay: $25.00 - $30.00 per hour
Benefits:
- Dental insurance
- Health insurance
- Health savings account
- Retirement plan
- Vision insurance
Work Location: In person
See All 17 Transportation Manager Jobs in Maryland
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Find Transportation Manager JobsTransportation Manager Jobs by City in Maryland
Where Maryland roles are concentrated, by current openings.
Transportation Manager Job Market in Maryland
A snapshot from current Maryland openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Construction & Real Estate
What Maryland Employers Look For
The qualifications that appear most often in transportation manager jobs across Maryland.
- Bachelor's degree in logistics, supply chain management, or a related business field
- Five or more years of experience managing transportation operations or freight logistics
- Proficiency with transportation management systems such as Oracle TMS or JDA
- Strong knowledge of DOT regulations, carrier compliance, and freight documentation
- Demonstrated ability to manage budgets, vendor contracts, and carrier negotiations
- Experience leading cross-functional teams across warehouse, dispatch, and procurement functions
Transportation Manager Jobs in Maryland: Frequently Asked Questions
How do you become a transportation manager in Maryland?
Most transportation manager roles in Maryland require a bachelor's degree in supply chain, logistics, business, or a related field, followed by several years of progressively responsible operations experience. There is no state-issued license specific to this role, but employers in Maryland's port and federal contractor sectors frequently expect credentials such as the APICS Certified Supply Chain Professional or the American Society of Transportation and Logistics certification. Starting in dispatching, fleet coordination, or operations analyst roles at Maryland distribution hubs or transit agencies builds the record employers look for.
How much do transportation managers make in Maryland?
Transportation managers in Maryland earn a median of about $105,180 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $71,450 for the lowest 10% to over $169,680 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire transportation managers in Maryland?
Companies currently hiring transportation managers in Maryland include Maryland Department of Transportation, J.B. Hunt, and Easter Seals, per current listings on Migrate Mate as of August 2026. Maryland's combination of the Port of Baltimore, major interstate freight corridors, and a dense federal contractor presence means both private logistics firms and government-adjacent supply chain operations maintain consistent openings for this role.
Which Maryland cities have the most transportation manager jobs?
The cities with the most transportation manager openings in Maryland are Anne Arundel County, La Plata, and Baltimore. Baltimore anchors the market through its port operations and regional distribution centers, while the Washington D.C. suburbs draw demand from federal contractors and large retail supply chains, and the Frederick and Hagerstown areas benefit from major warehouse and intermodal facilities positioned along the I-70 and I-81 freight corridors.
Are there remote transportation manager jobs in Maryland?
Yes, but they're rare. About 50% of transportation manager openings tied to Maryland are remote or hybrid as of August 2026, reflecting the hands-on nature of most logistics and fleet oversight roles. The functions most likely to carry a hybrid arrangement are network planning, carrier procurement, and transportation analytics, where the work centers on data systems rather than physical operations.
How can I get hired as a transportation manager in Maryland with little or no experience?
The most realistic entry path is to start in a dispatching, logistics coordinator, or operations analyst role at one of Maryland's large distribution employers or at the Maryland Transit Administration, then move into supervisory responsibilities over one to two years. Amazon's fulfillment and delivery operations in the Baltimore metro frequently hire entry-level operations leads who rotate into transportation oversight. Pursuing an APICS fundamentals certification while in an entry role signals readiness and gives candidates an edge when applying for the first manager-level opening.
Where can I find and apply to transportation manager jobs in Maryland?
You can find and apply to transportation manager jobs in Maryland on Migrate Mate, which lists current Maryland openings updated regularly. Search the listings to find roles that match your background and apply directly to the ones that fit.
See All 17 Transportation Manager Jobs in Maryland
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