Assistant Manager of Driver Operations

Community Servings•Boston, MA
•$55,000 - $65,000•Hybrid

About The Position

Community Servings' mission is to actively engage the community to provide medically tailored, nutritious, scratch-made meals and medically tailored groceries to chronically and critically ill individuals and their families. In addition, we are committed to prioritizing racial and economic justice and health equity in all our programs and business practices. The Assistant Manager, Delivery Operations supports the Senior Manager and Dispatch Manager in the daily execution of Community Servings' meal delivery operations, helping to ensure meals are delivered safely, accurately, and on time while supporting staff supervision, route coordination, fleet readiness, and service quality. The ideal candidate is a hands-on leader with experience in logistics, dispatch, and transportation operations, and is proficient in fleet management, routing, GPS, and delivery software. This role also trains and coaches staff on the effective use of these systems, serving as a key operational resource to promote efficiency, safety, accountability, and excellent client service.

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 other staff in, both Apple and Android phone systems, as well as 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.

Nice To Haves

  • Bilingual skills (Spanish preferred) are a plus.

Responsibilities

  • Support daily delivery operations to ensure timely and accurate meal distribution.
  • Assist with ensuring drivers have accurate routes, delivery information.
  • Serve as backup support during staffing shortages or emergencies.
  • Assist with hiring, onboarding, and training delivery staff.
  • Provide day-to-day support to drivers and dispatch personnel.
  • Reinforce safety, customer service, and operational standards.
  • Assist with vehicle inspections, maintenance tracking, and fleet readiness.
  • Ensure compliance with safe driving practices and organizational policies.
  • Assist in training on fleet management, GPS, routing, dispatch, and delivery systems.
  • Troubleshoot technology issues and support user adoption of operational systems.
  • Monitor system usage and delivery data accuracy.
  • Work closely with Client Services and Program teams to support delivery operations.
  • Assist in resolving delivery-related concerns, client issues, and service exceptions.
  • Maintain positive working relationships with clients, volunteers, and staff.
  • Support service recovery efforts when disruptions occur.
  • 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.
  • Maintain confidentiality of client and organizational information.

Benefits

  • Medical Insurance
  • Life-, Short- and Long-Term Disability Insurance
  • Paid Vacation, Holidays, Sick Time, and Personal Time off
  • Flexible Spending account (Medical and Daycare)
  • Tuition reimbursement
  • 403(b) Retirement Plan
  • Free Dental Insurance
  • Free daily community lunch
  • Free parking
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