Territory Operations Specialist; Overnight

Summary

The Territory Operations Specialist (TOS) plays a critical role in supporting the success of their assigned territory by bridging centralized dispatch operations and field driver management. This position requires a proactive individual who excels in communication, problem-solving, and operational ownership across a 24-hour logistics environment. The TOS is responsible for managing the full driver lifecycle within their territory – recruiting, contracting, training, engaging and holding drivers accountable – while also serving as the primary operational escalation point for centralized dispatch during second shift and night hours.

Face-to-face interaction with driving staff on a regular basis is critical to this role. This is an overnight position, working generally from 7pm - 4am.

Essential Duties and Responsibilities

This list of duties and responsibilities is not all inclusive and may be expanded to include other duties and responsibilities as management may deem necessary from time to time.

Driver Fleet Management:

• Recruiting:
  • Source and screen 1099 driver candidates, conducting outreach and screening calls on a schedule accessible to drivers working non-traditional shifts.
  • Coordinate with the Regional Account Manager on territory driver capacity needs and maintain a forward-looking view of fleet requirements
• Contracting & Onboarding:
  • Own the completion of driver onboarding and contract execution for the territory fleet, following up on document gaps, confirming compliance requirements, and ensuring new drivers are operationally ready before their first run.
• Training:
  • Conduct driver orientation, route walk-throughs, and operational briefings timed to when drivers are working.
  • Perform first run check-ins with new drivers, providing real-time coaching and operational support during the critical onboarding window.
  • Ensure all drivers are effectively using the driver application, offering hands-on training and assistance to promote adherence to processes and scan compliance.
• Driver Engagement:
  • Serve as the consistent operational presence for the territory driver fleet – the person drivers know, trust, and contact when they have a problem.
  • Conduct regular driver check-ins and availability confirmations, maintaining a live view of driver readiness for upcoming shifts.
  • Drive driver retention through active relationship management, identifying disengagement early and addressing it before it becomes a service failure.
• Scheduling:
  • Build and manage the territory driver schedule as a live operational tool, with active bench management and forward coverage planning.
  • Maintain a readied backup driver bench so that coverage responses are execution, not improvisation.
  • Proactively identify and fill scheduling gaps before they reach dispatch.
• Accountability & Performance:
  • Maintain the territory 1099 driver reliability record, documenting no-shows, late confirmations, mid-route abandonments, and performance issues in real time.
  • Adjust driver load access per reliability standing and contract terms.
  • Track and report on driver performance metrics, providing insights and recommendations to the Regional Account Manager for continuous improvement.

Night & Second Shift Operations:

• Serve as the primary escalation point for centralized dispatch during the shift – when dispatchers require operational judgment or territory knowledge, the TOS is their first contact, not field leadership.
• Own all active routes within the territory during second shift and nights, monitoring status, identifying issues early, and resolving before they require escalation management.
• Respond to driver no-shows as the territory’s first decision-maker: activate backup coverage, reassign stops, reroute as needed, and document the full incident.