Fleet and Delivery Manager

Company Overview
SiteOne Landscape Supply is the largest national distributor of landscaping products across the United States and Canada. As a leading supplier of wholesale goods for green industry professionals, we have a long history of serving those who design, build, and maintain outdoor spaces - from lawns and gardens to golf courses, sport fields and more. We pride ourselves on knowing our customers and their business better than anyone else and providing them with a one-stop shop of extensive inventory covering irrigation, lighting, turf and landscape maintenance, hardscapes, nursery, and pest control supplies.

At SiteOne, we are passionate about delivering an outstanding customer experience and will stop at nothing to help our customers win. We know that our associates are the key to this success, and our commitment to the SiteOne DNA and support for our associates through development programs, benefits, and perks align with our vision to "Be a Great Place to Work for Our Associates". We foster a culture of safety, teamwork, and continuous improvement. With over 800 locations and exciting expansion ahead, now is the perfect time to join SiteOne and grow Stronger Together

Position Overview
Candidates can live anywhere in Maryland, Washington D.C., or Virginia.
The Fleet & Delivery Manager leads fleet operations, delivery execution, and equipment oversight across multiple locations. This role ensures asset safety, compliance, and performance while owning the fleet and delivery P&L. The manager provides strategic oversight of the delivery process—ensuring teams, systems, and resources are aligned with the Delivery Excellence framework—and leads Dispatch Supervisors who manage driver teams in a centralized fleet model.

What You'll Do

• Fleet Management, Safety, & Compliance

• Oversee procurement, transfers, maintenance cycles, repairs, disposals, and replenishment of all delivery and facility equipment.

• Ensure all assets meet regulatory and operational standards, including DOT compliance, telematics usage (Geotab), and DVIR completion.
• Lead safety initiatives across the fleet through driver coaching, incident prevention, policy enforcement, and corrective action programs.
• Partner with Dispatch Supervisors to ensure drivers follow documented safety procedures and equipment protocols.
• Manage vendor relationships for maintenance, rentals, and fleet services.
• Monitor asset performance and lifecycle to optimize cost, uptime, and safety.

• Track and report on fleet metrics, delivery performance, and cost controls.

• Financial Oversight & P&L Ownership

• Own the fleet and delivery P&L, including budgeting, forecasting, and cost control across all related expenses.

• Lead annual budget planning and collaborate cross-functionally to align delivery performance with sales targets and operational capacity.

• Monitor performance against budget and delivery KPIs, and develop and execute strategies to improve delivery profitability while maintaining service standards.

• Delivery Process Oversight

• Provide strategic oversight of the end-to-end delivery process, ensuring the right people, systems, and resources are in place to execute effectively.

• Align cross-functional teams around the Delivery Excellence framework—from order creation to billing.
• Ensure Dispatch Supervisors manage routing, scheduling, and real-time tracking using DispatchTrack.

• Monitor performance metrics and drive continuous improvement in delivery accuracy, timeliness, and customer satisfaction.

• Team Leadership & Supervision

• Lead and develop Dispatch Supervisors, ensuring effective coaching and management of driver teams, actively engaging in performance discussions, and supporting retention and succession planning.

• Ensure drivers consistently meet company standards for safety, order validation, equipment use, and customer interaction.
• Actively lead in driver staffing decisions, including interviewing, selection, and onboarding processes.
• Promote a culture of accountability, safety, and service excellence across the team.
• Collaborate closely with Area and Branch Leadership Teams to align delivery operations with business objectives and ensure exceptional customer outcomes.

Travel Expectations

• Up to 60% travel within the assigned area (Maryland and Virginia)

Estimated Starting Salary

• $85,000-$100,000 annual, plus bonus opportunities

Skills We Are Seeking

• 5+ years of experience in fleet, logistics, or delivery operations, preferably in a multi-site or centralized model.
• Proven leadership experience managing teams of dispatchers and drivers.
• Strong knowledge of DOT compliance, telematics systems (Geotab), and delivery platforms (DispatchTrack).
• Experience with asset lifecycle management, vendor relations, and cost optimization.
• Excellent communication, problem-solving, and cross-functional collaboration skills.
• Demonstrated experience managing a departmental or operational P&L.
• Bachelor's degree in Logistics, Transportation, Business, or related field preferred.

Preferred Traits

• Strategic thinker with hands-on operational experience.
• Data-driven decision-maker with a focus on safety, efficiency, and customer experience.
• Comfortable leading change and scaling processes across multiple locations.

Compensation & Benefits

• Competitive Compensation
• Medical, Dental and Vision plans
• Paid Time Off, Paid Holidays
• DailyPay available
• 401k with company match
• Tuition Reimbursement
• Lucrative Associate Referral Program
• Company Apparel and Work Boot Vouchers
• Opportunity for Advancement
• Paid Training and Business Certifications Available
• Free Counseling Services/Employee Assistance Program
• Life Insurance and Short- and Long-Term Disability Insurance
• Product Discounts
• Most Branches never work Sundays

SiteOne Landscape Supply is strongly committed to providing equal employment opportunities for all associates and all applicants for employment. All employment decisions at SiteOne-including those relating to hiring, promotion, transfers, benefits, compensation, placement, and termination-will be made without regard to race, color, national origin, genetic information, creed, sex, sexual orientation, gender, gender identity, religion, age, veteran status, uniform service, pregnancy, disability, or any other factor protected by applicable law.
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