Demo

Operations Supervisor

DATTCO
Watertown, CT Full Time
POSTED ON 6/19/2026
AVAILABLE BEFORE 8/18/2026

ABOUT THE ROLE

The Operations Supervisor is responsible for the day-to-day coordination of driver operations, routing execution, and customer service delivery. This role ensures efficient scheduling, effective communication with stakeholders, and consistent adherence to operational standards across fixed route and charter services.

WHY THIS ROLE MATTERS

The Operations Supervisor is critical to the successful execution of daily service. This role directly impacts route reliability, driver performance, customer satisfaction, and the overall safety of operations.

By ensuring that each day runs smoothly, the Operations Supervisor protects the company’s commitments to its customers and the communities it serves.

This role also plays a key part in building a strong operational culture, fostering accountability, engagement, and performance across the workforce.

Additionally, this position serves as a foundational leadership role within the organization, developing future operations leaders.

WHAT YOU'LL OWN

Operations & Dispatch

  • Coordinate driver scheduling for fixed route and charter services
  • Dispatch daily operations and assist drivers with routes and itineraries
  • Support routing activities to maintain service efficiency

Driver Management

  • Monitor driver attendance and performance
  • Conduct driver interviews and support hiring processes
  • Administer disciplinary action as needed

Customer & Stakeholder Communication

  • Serve as a point of contact for Board of Education, drivers, and parents
  • Respond promptly to operational and service-related inquiries

Administrative & Payroll

  • Prepare and process weekly driver payroll
  • Maintain accurate records, reporting, and documentation

Other

  • Other duties as assigned

WHAT YOU BRING

Experience

  • 1 year of transportation or operations experience preferred

Licensing (Preferred)

  • CDL with Passenger (P) and School Bus (S) endorsements preferred (not required)

Skills & Capabilities

  • Strong verbal and written communication skills
  • Ability to perform effectively in a fast-paced environment
  • Demonstrated problem-solving and decision-making ability
  • High level of flexibility, initiative, and accountability
  • Strong interpersonal and team collaboration skills
  • Proficiency in Microsoft Outlook, Excel, and routing software

Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status and any other protected classes.

Salary.com Estimation for Operations Supervisor in Watertown, CT
$71,160 to $90,988
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