Transportation Supervisor

Daybreak Independent Services, Inc. • New York, NY

11d • $26 - $28 • Onsite

About The Position

The Transportation Supervisor will oversee daily transportation operations supporting individuals with developmental disabilities. This role is responsible for supervising drivers, coordinating transportation schedules, ensuring vehicle safety, and maintaining compliance with OPWDD, Department of Transportation (DOT), and agency standards. If you are a strong leader with experience in transportation, logistics, or fleet management and are passionate about providing safe, dependable services, we encourage you to apply.

Requirements

• High school diploma or GED required
• Minimum of 2–3 years of transportation, dispatch, logistics, or fleet operations experience.
• Valid New York State driver's license with a satisfactory driving record.
• Strong organizational, communication, and problem-solving skills.
• Proficiency with Microsoft Office and transportation scheduling software.

Nice To Haves

• Associate's or Bachelor's degree preferred.
• At least 1 year of supervisory or leadership experience preferred.
• Experience working in healthcare, human services, or an OPWDD setting is preferred.
• Knowledge of OPWDD regulations and person-centered services preferred.
• Familiarity with DOT and vehicle safety regulations.
• Experience managing fleet operations and transportation compliance.
• CDL license (preferred but not required).
• CPR/First Aid certification (preferred).

Responsibilities

• Supervise and support transportation drivers and transportation aides.
• Coordinate daily transportation schedules, routes, and vehicle assignments.
• Ensure timely transportation to day programs, medical appointments, and community activities.
• Respond to transportation emergencies, route changes, and staffing shortages.
• Monitor driver attendance, performance, and timekeeping.
• Conduct regular safety meetings and provide coaching and training.
• Ensure compliance with OPWDD, DOT, Medicaid, and agency transportation policies.
• Review vehicle inspections and coordinate preventive maintenance and repairs.
• Investigate transportation incidents and complete required documentation.
• Collaborate with residential managers, program staff, nursing, and families to ensure quality transportation services.
• Responsible for handling accident cases and dealing with the insurance company.

Benefits

• Anthem BCBS Premium Medical Health Insurance
• Dental & Vision
• Life Insurance Benefits
• 403(B) Retirement Plan, 2% bonus match based on Agency Fiscal year ending turnover
• Short term disability
• Term Life Insurance
• New York Commuter Benefits
• Tuition Assistance Program
• We pay sick and vacation time to eligible full-time employees after completing a 3-months introductory period.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: High school or GED