Assistant Manager of Driver Operations

Community Servings•Boston, MA

46d•$55,000 - $65,000

About The Position

The Assistant Manager, Delivery Operations supports the Senior Manager and Dispatch Manager with the daily execution of Community Servings' meal delivery operations. The role helps ensure meals are delivered safely, accurately, and on time while supporting staff supervision, route coordination, fleet readiness, and service quality. It is a hands-on operational leadership position that provides staff with guidance and training on fleet, routing, GPS, dispatch, and delivery systems, promoting efficiency, safety, accountability, and excellent client service. The position coordinates staff, vehicles, technology, and client services in support of Community Servings' mission to provide medically tailored, nutritious, scratch-made meals and groceries to chronically and critically ill individuals and their families. It works closely with Client Services and Program teams and supports delivery-related problem resolution and service recovery. The role also tracks operational data, prepares routine reports, and helps ensure compliance with food safety, transportation, confidentiality, and organizational requirements. Work takes place in office, distribution center, and field environments, with frequent use of routing, dispatch, and fleet management technology and regular interaction with drivers, volunteers, clients, and internal departments. Occasional outdoor work in varying weather conditions and delivery support during emergencies or staffing shortages may be required. The employee may occasionally lift or move up to 50 pounds and must meet the described physical demands, including close vision, talking or hearing, and frequently sitting and using the hands.

Requirements

Knowledge of delivery operations, logistics, dispatching, and route planning.
Experience using fleet management, GPS, routing, telematics, or dispatch software.
Ability to train and support employees in the use of technology and operational systems.
Basic knowledge of vehicle maintenance and fleet safety practices.
Strong organizational, communication, and problem-solving skills.
Proficiency in Microsoft Office applications.
Ability to use and train staff in Apple and Android phone systems and Salesforce CRM.
Ability to work effectively with diverse staff, volunteers, and clients.
Valid Massachusetts Driver's License with an acceptable driving record.
Ability to successfully pass a CORI/SORI background check.
Minimum of three years of experience in delivery operations, logistics, dispatch, transportation, or fleet operations.
Experience with routing and fleet management technology.
Associate degree preferred; equivalent education and experience will be considered.

Nice To Haves

Bilingual skills, Spanish preferred.
One to two years of supervisory or team lead experience preferred.
Experience in food distribution, meal delivery, healthcare logistics, or nonprofit operations preferred.

Responsibilities

Support daily delivery operations to ensure timely and accurate meal distribution.
Help ensure drivers have accurate routes and delivery information.
Provide backup delivery support during staffing shortages or emergencies.
Assist with hiring, onboarding, and training delivery staff.
Provide day-to-day support to drivers and dispatch personnel, reinforcing safety, customer service, and operational standards.
Assist with vehicle inspections, maintenance tracking, and fleet readiness.
Promote compliance with safe driving practices and organizational policies.
Train staff on fleet management, GPS, routing, dispatch, and delivery systems; troubleshoot technology issues and support adoption of operational systems.
Monitor system usage and delivery data accuracy.
Work with Client Services and Program teams to support delivery operations.
Help resolve delivery-related concerns, client issues, and service exceptions; support service recovery when disruptions occur.
Maintain positive working relationships with clients, volunteers, and staff.
Track and maintain operational data, delivery outcomes, and key performance metrics; prepare routine reports and assist with performance analysis.
Ensure compliance with applicable food safety, transportation, confidentiality, and organizational requirements, and maintain confidentiality of client and organizational information.
Assist with day-to-day supervision and guidance of Delivery Drivers, Dispatch Staff, and Delivery Volunteers as assigned.