Senior Transportation Manager

Delivery Operations Leadership

• Accountable for building and sustaining a fully staffed and highly trained Delivery team that consistently meets operational metrics, upholds all compliance standards, and provides exceptional service.
• Provide daily, weekly, and monthly oversight of all delivery operations. Facilitate regular leadership touch-bases to ensure alignment on goals, performance, and operational priorities.

Talent Acquisition & Training Oversight

• Lead all hiring activities for Delivery team roles, schedule and monitor New Hire Training, provide coaching, and conduct formal 90-day performance reviews to determine training period completion.

• Operational Metrics & Performance Management

Review key delivery metrics daily and weekly—including customer service/delivery execution, payroll as % of sales, miles per delivery, and planned vs. actual performance. Identify optimization opportunities in scheduling and routing to improve service levels and reduce operating costs.

• DOT / FMCSR Compliance & Documentation

• Driver Training, Monitoring & Safety

Oversee all required driver training, ensuring completion and documentation per regulatory standards. Manage Samsara corrective actions and monitor CSA scores for the location. Maintain the DOT Accident Register and ensure timely follow-up.

• Payroll & Timekeeping Management

Oversee Transportation Supervisor input of daily payroll and time records, including adjustments and verification of clock-in/out compliance.

• Delivery Safety Leadership

Lead the Delivery Safety Committee, addressing safety concerns, developing risk-reduction processes, and delivering safety training. Work closely with Corporate Safety to strengthen the safety culture and employee engagement.

• Accident & Incident Management

Oversee truck accident response, coordinating with the insurance carrier and Fleet Safety Manager to ensure timely repairs and return to service.

• Retention, Engagement & Employee Relations

Own retention and turnover strategy for the Delivery team. Conduct regular touch-bases, execute engagement activities and incentives, and cultivate strong employee relationships to support a positive workplace environment.

• Audit Preparation & Compliance Reviews

Prepare for and support various regulatory, third-party, and internal audits. Ensure documentation, processes, and compliance standards are consistently met.

• Driver Check-Ins & Continuous Feedback

Ensure supervisors conduct monthly one-on-one driver check-ins, gather feedback, and create action plans to address recurring concerns or operational challenges.

• Communication & Team Alignment

Develop and distribute daily/weekly/monthly communication plans to keep the Delivery team informed and aligned. Create effective communication channels and ensure messaging is consistent.

• Workforce Planning & Staff Management

Conduct quarterly business and revenue reviews with the GM. Develop staffing plans aligned with business needs, create requisitions for open roles, and partner with the Staffing team to maintain adequate headcount.

Requirements:

Demonstrated ability to build, train, engage and lead large teams.

A minimum of 7 years in fleet supervisory/transportation role managing a large fleet of CDL vehicles

DOT Compliance: FMCSR, DOT

Knowledge food regulation; Food safety

Excellent written and verbal communication skills

Ability to prepare reports and maintain department policies and procedures.

Proficient in Microsoft Word/Excel/Outlook/Tech Savvy (Samsara, First Advantage, WMS,ERP, etc.)