Head of Transportation (Waste and Environmental Services

Reworld Waste is seeking a Head of Transportation for their Brockton, MA location. This leadership role involves overseeing the strategic direction of transportation operations, fleet management, and logistics within a sustainability-focused waste management company. Key responsibilities include implementing a Fleet Reliability Program, ensuring regulatory compliance, and driving efficiency in operations. The ideal candidate should have strong communication skills and a passion for sustainability.
Position: Head of Transportation (Waste and Environmental Services) Who we areFor more than 40 years, Reworld has been a leader in sustainable waste solutions, providing our customers with innovative solutions that help them achieve carbon-negative outcomes.Our VisionReworld is leading the charge to a carbon-negative future through revolutionary sustainable materials management solutions that reduce, reuse, recycle and reimagine waste for the benefit of society and the environment.Our BusinessReworld partners with businesses by offering cutting-edge engineering and innovative solutions, to help customers reduce, reuse, recycle and recover value from waste streams and meet or exceed their sustainability goals.Our ValueReworld's differentiator comes from our ecosystem of technology, facilities and partnerships, trusted by the world’s largest organizations to reimagine waste management for a smarter, more sustainable world.About The Role Our company is a sustainability-driven waste management organization committed to reducing landfill dependency, advancing the circular economy, and delivering best-in-class collection and hauling services.To support our fast-growing fleet of trucks, mobile equipment, and rolling stock, we are creating a new role for the Head of Transportation.Reporting to the EVP, Operations, 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.Key Responsibilities You will also 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.As a Corporate COE, you will partner closely with regional transportation teams, fostering a culture of safety, accountability, and continuous improvement. You will ensure full compliance with DOT, FMCSA, OSHA, and state/local environmental regulations, and will partner with EHS teams to maintain rigorous safety standards and reduce incident rates.Key Duties Include Fleet Reliability ProgramDevelop and execute an enterprise Fleet Reliability Program and deploy a Transportation Management System focused on:Maximizing fleet uptimeReducing lifecycle costsImproving asset utilizationLeveraging predictive maintenance analyticsStandardizing maintenance practices across the organizationDriving continuous improvement through performance metrics and data‑driven decision‑makingDOT Compliance & Safety OwnershipOwn 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.Partnership with Procurement on Fleet Acquisition and 3PL StrategyPartner 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.Capital Planning & Fleet Replacement StrategyLead 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…