Head of Transportation (Waste and Environmental Services)

Reworld WasteFlorham Park, IN
$160,684 - $239,151Hybrid

About The Position

This leadership role is responsible for the strategic direction and execution, governance, and continuous improvement of our transportation assets, network, logistics, and operations. The Head of Transportation will lead Reworld's enterprise fleet strategy, driving productivity, standardization, and governance across all regions — spanning both strategy establishment and strategy execution. We are looking for a hands-on leader who is passionate about sustainability and operational excellence, comfortable balancing the practical demands of running a large fleet with a long-term vision for cleaner, smarter transportation. Effective communication and stakeholder management skills are essential, as this role interfaces with executive leadership, municipal partners, regulators, and frontline employees.

Requirements

  • Minimum of 10 years of experience in transportation, logistics, or fleet management.
  • At least 5 years in a leadership role.
  • Ideally within waste management, recycling, or a related logistics-heavy industry.
  • Strong working knowledge of DOT/FMCSA regulations, fleet maintenance best practices, and emerging clean transportation technologies is essential.
  • Demonstrated history of improving fleet efficiency, reducing emissions, and managing large, multi-site teams.
  • Experience with fleet management software, telematics, and route optimization tools is highly valued.
  • Strong financial acumen for budgeting and P&L management.

Nice To Haves

  • MBA is a plus.
  • Bachelor's degree in logistics, supply chain management, business administration, or a related field is preferred.

Responsibilities

  • Drive an enterprise fleet reliability program and deploy a transportation management system enabling route optimization and dispatch operations across multiple service territories to maximize efficiency, minimize fuel consumption, and reduce overall emissions.
  • Partner closely with regional transportation teams, fostering a culture of safety, accountability, and continuous improvement.
  • Ensure full compliance with DOT, FMCSA, OSHA, and state/local environmental regulations, and partner with EHS teams to maintain rigorous safety standards and reduce incident rates.
  • Develop and execute an enterprise Fleet Reliability Program and deploy a Transportation Management System focused on maximizing fleet uptime, reducing lifecycle costs, improving asset utilization, leveraging predictive maintenance analytics, and standardizing maintenance practices across the organization.
  • Own DOT and FMCSA compliance across the enterprise fleet, including driver qualification, hours-of-service, vehicle inspection, and recordkeeping requirements.
  • Own transportation safety performance, partnering with EHS teams to set standards, reduce incident rates, and drive accountability across regions.
  • Partner with Procurement on sourcing and contracting for fleet assets, including third-party maintenance services.
  • Collaborate on strategic supplier partnerships and 3PL sourcing initiatives that reduce total cost of ownership while improving service quality and reliability.
  • Lead long-term fleet replacement strategy and capital planning.
  • Balance operational requirements, capital investment, maintenance costs, and residual value to optimize total cost of ownership.
  • Budgeting and forecasting for the transportation division, identifying cost-saving opportunities without compromising service quality or sustainability goals.
  • Evaluate and implement fleet telematics, GPS tracking, and route optimization software; negotiate contracts with vendors, fuel suppliers, and equipment manufacturers.
  • Represent the company in regulatory matters, municipal contract negotiations, and industry sustainability initiatives.
  • Partner closely with regional transportation leaders, equipping and enabling them to execute against the enterprise strategy, including vehicle acquisition, maintenance programs, and the transition toward low-emission and alternative-fuel vehicles (CNG, electric, or hybrid).
  • Enterprise productivity budget ownership.
  • In-house vs. external hauler optimization.
  • Asset and driver utilization/productivity improvement.
  • Enterprise transportation network strategy and productivity (e.g., backhauling opportunities).
  • Collaborate cross-functionally with operations, sustainability, and customer service teams to align transportation strategy with broader company environmental targets, such as reducing fleet carbon footprint and improving fuel economy.

Benefits

  • Comprehensive medical, prescription drugs, dental, and vision coverage
  • FSA, HSA
  • Short- and long-term disability benefits
  • Industry-leading 401(k) plan with an up to 7% company match
  • Company-paid life and AD&D insurance
  • EAP
  • Paid parental leave
  • Educational assistance
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