Senior Transportation Manager at Ajulia Executive Search – Westborough, Massachusetts

• Location: Westborough, Massachusetts
• Type: Direct Hire
• Job #26191

Are you looking to make a career change to an innovative company? This exciting opportunity as a Senior Transportation Manager offers a competitive salary plus an excellent benefits package including medical insurance, dental insurance, vision insurance, paid PTO etc. Does this position match your future career goals? Then this Senior Transportation Manager could be the right fit for you.

Responsibilities:

• Build, develop, and maintain a fully staffed, highly trained Delivery team that consistently meets operational performance metrics, adheres to all regulatory requirements, and delivers exceptional customer service.
• Provide daily, weekly, and monthly oversight of delivery operations. Lead regular leadership meetings to ensure alignment on goals, performance expectations, and operational priorities.
• Manage the full-cycle recruitment process for Delivery team roles, including hiring, onboarding, and training. Monitor new hire progress, provide coaching, and conduct formal 90-day performance evaluations to confirm successful onboarding.
• Analyze key performance indicators on a daily and weekly basis, including delivery execution, customer service levels, payroll as a percentage of sales, miles per delivery, and planned versus actual performance. Identify and implement improvements in routing, scheduling, and cost efficiency.
• Ensure full compliance with all DOT and FMCSR regulations, maintaining accurate and up-to-date documentation.
• Oversee driver safety, training, and performance monitoring. Ensure all required training is completed and properly documented in accordance with regulatory standards.
• Manage safety and compliance systems, including monitoring CSA scores, overseeing Samsara corrective actions, and maintaining the DOT Accident Register with timely follow-up.
• Supervise and verify daily payroll and timekeeping processes, ensuring accuracy and compliance with company policies.
• Lead the Delivery Safety Committee by identifying risks, implementing preventative measures, and delivering ongoing safety training. Partner with Corporate Safety to strengthen safety culture and employee engagement.
• Direct accident response efforts, coordinating with insurance carriers and Fleet Safety to ensure timely resolution, repairs, and return-to-service of vehicles.
• Develop and execute retention strategies to reduce turnover, including regular employee engagement, performance touchpoints, and incentive programs to foster a positive work environment.
• Prepare for and support internal, regulatory, and third-party audits by ensuring compliance, documentation accuracy, and process consistency.
• Ensure supervisors conduct regular one-on-one meetings with drivers to gather feedback, address concerns, and implement continuous improvement plans.
• Create and deliver consistent communication plans (daily, weekly, monthly) to keep the Delivery team informed, engaged, and aligned with company objectives.
• Partner with the General Manager to conduct quarterly business reviews, assess revenue performance, and develop workforce plans. Collaborate with the Staffing team to maintain appropriate headcount levels.

Skills/Qualifications:

• Proven ability to lead, develop, and engage large teams in a fast-paced operational environment.
• Minimum of 7 years of experience in fleet or transportation management, including oversight of a large CDL vehicle fleet.
• Strong knowledge of DOT and FMCSR regulations and compliance requirements.
• Familiarity with food safety regulations and industry standards.
• Excellent written and verbal communication skills.
• Strong analytical and reporting skills, with the ability to develop and maintain policies and procedures.
• Proficiency in Microsoft Office (Word, Excel, Outlook) and transportation/operations systems (e.g., Samsara, First Advantage, WMS, ERP).

Benefits:

• Dental insurance.
• Health insurance.
• Paid Time Off.
• 401(K).
• 401(K) Matching.
• Vision insurance.
• Direct Hire.

Salary: $100K-$120K annually

Ask for: Kristy

Job Id: 26191

Ajulia Executive Search is a New Jersey based Executive Search Firm specializing in retained searches in multiple sectors, including Manufacturing, Finance, IT, Legal, and Pharmaceutical. We have a nationwide client base and offer services in temporary and direct hire placements.

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