Senior Manager, Fleet Operations

Senior Manager, Fleet Operations

Groundworks is seeking a talented Senior Manager, Fleet Operations to join our team in Virginia Beach, VA or Dallas, TX!

The Senior Manager, Fleet Operations is responsible for the day-to-day operational performance of Groundworks' fleet across North America, supporting >5,000 assets across >90 locations in North America. This role provides direct leadership over fleet operations, ensuring consistent execution, regulatory compliance, vendor performance, and asset readiness at scale. This position serves as the operational owner of the fleet function, driving disciplined execution across maintenance, licensing, and compliance while ensuring accountability across internal teams and external partners. The role is critical to stabilizing operations, reducing risk, and building the operational foundation required to support continued business growth.

Duties and Responsibilities

• Operational Leadership
  • Own day-to-day fleet operations across all locations, including maintenance, licensing, registration, and asset readiness
  • Ensure consistent execution of fleet processes and standards across a distributed branch network
  • Drive operational performance aligned to defined KPIs, including vehicle uptime and registration compliance
  • Establish process discipline and standard workflows to improve consistency and reduce variability across locations
• Compliance & Risk Management
  • Oversee DOT compliance, driver qualification requirements, and regulatory adherence across all jurisdictions
  • Ensure accuracy, completeness, and audit-readiness of fleet documentation and records
  • Identify and mitigate operational and compliance risks through proactive monitoring and process improvement
• Vendor & Partner Management
  • Manage day-to-day execution and accountability of fleet vendors, service providers, and fleet management agencies
  • Drive resolution of escalations, ensuring timely follow-through and consistent service delivery
  • Monitor vendor performance and enforce service expectations across maintenance, licensing, and related services
• Team Leadership
  • Directly manage Fleet Coordinators, including workload prioritization, performance management, and development
  • Build team capability to support increasing operational complexity, including expansion into DOT compliance and driver qualification support
  • Foster a process-driven, accountable, and service-oriented team environment
• Process & Performance Management
  • Standardize and improve fleet workflows to reduce manual processes and increase efficiency
  • Leverage fleet systems, telematics, and data to improve operational visibility and decision-making
  • Establish, monitor, and report on key performance indicators to drive continuous improvement
• Field & Stakeholder Support
  • Serve as primary escalation point for branch-level fleet issues, ensuring timely and effective resolution
  • Partner closely with branch leadership and Safety to support operational needs and ensure compliance alignment
  • Act as a key liaison between field operations, corporate teams, and external partners.
• Perform other duties as necessary or assigned.

Qualifications

• 58 years of fleet management experience in a multi-location environment
• Experience managing fleets of 2,000+ assets across multiple geographies
• Demonstrated expertise in DOT compliance, driver qualifications, and regulatory requirements
• Experience working with large fleet management providers (e.g., Element, Enterprise, Holman)
• Strong vendor management experience with the ability to drive accountability and performance
• Proven people leadership experience, including managing and developing direct reports
• Strong analytical and problem-solving skills with a data-driven approach to decision-making
• Ability to operate effectively in a field-facing, service-oriented role supporting distributed teams
• Bachelor's degree or equivalent experience

Working Conditions

• Office-based role with standard business hours.
• Occasional travel required to company locations, job sites, maintenance facilities, or industry events.
• Fast-paced and dynamic environment demanding flexibility, multitasking, and hands-on leadership.
• Regular interaction with branch team members and leadership.
• Groundworks emphasizes a culture of "Extreme Ownership," promoting responsibility, teamwork, and continuous improvement in a dynamic work environment.

What We Provide

• Competitive Pay
• Employee Company Ownership Opportunities
• Industry Leading Training Programs
• Leadership Development and Career Growth Tracks
• Comprehensive and Affordable Benefits Package
• Top Workplace with Award Winning Culture