Director, Transportation

The Role

We are currently searching for a Director, Transportation, reporting to the Senior Director, Supply Chain. This vacancy is a full-time, permanent opportunity. The Director of Transportation is responsible for developing and leading an integrated transportation function that delivers safe, efficient, and cost-effective service to customers and partners across The Beer Store (TBS) and Brewers Distributor Ltd. (BDL). This role oversees centralized routing, fleet maintenance, third-party logistics, freight payables and procurement, driving continuous improvement through data, technology, and process excellence.

A key focus will be building a culture of excellence, implementing a transportation control tower, and optimizing systems such as Ortec to enhance visibility, efficiency, and accountability across the network.

Our Corporate Office is located in Bolton, ON. We offer a hybrid work model with visits into the office a minimum of three times per week and on an as-needed basis depending on the role and function.

• Provide strategic leadership for transportation operations across TBS & BDL, ensuring service excellence, safety, and cost efficiency
• Develop and execute long-term transportation strategies, including capacity planning, fleet optimization, and sustainability initiatives
• Lead and mentor a high-performing team, fostering a culture of accountability, collaboration, and continuous improvement
• Manage fleet and material handling equipment (MHE), including capital purchases, ROI analysis, vendor negotiations, and lifecycle planning
• Oversee carrier selection and management for LTL and full truckload freight across multiple provinces, ensuring compliance and performance
• Drive operational optimization through routing improvements, Lean methodologies, and centralized control tower systems for real-time visibility
• Own financial performance for transportation, including budgeting, forecasting, variance analysis, and cost-reduction initiatives
• Establish and manage strategic vendor partnerships, negotiating contracts and service‑level agreements to maximize value and reliability
• Implement performance management frameworks, leveraging KPIs and data analytics to improve delivery, fleet uptime, and cost metrics
• Champion innovation and technology adoption, piloting automation, digital tools, and sustainability programs to future‑prove operations
• Collaborate cross‑functionally with Finance, Supply Chain, and IT to align transportation strategies with broader business objectives
• Perform other related duties and projects as assigned

• Bachelor’s degree in Supply Chain Management, Logistics, Business Administration, or related field
• Professional designation in one or more of the following: CITT, P.Log, Lean Six Sigma, PMP
• Post‑graduate in Supply Chain, Business or related field would be an asset

• 10+ years of progressive leadership experience in transportation or logistics within a large, multi‑site network (ideally beverage, retail, or CPG)
• 5+ years in a senior leadership/management role
• Experience leading large‑scale fleet and routing operations, including unionized environments
• Proven success implementing and leveraging transport management systems (Ortec preferred)
• Demonstrated ability to build and manage 3PL partnerships and vendor relationships
• Strong financial acumen and experience managing large operating and capital budgets

• Ability to lead organization growth through strategic planning and operational excellence
• Strong analytical mindset with ability to interpret and act on operational data
• Deep understanding of transportation compliance, safety, and maintenance regulations
• Advanced knowledge of routing optimization, fleet lifecycle management, and logistics cost drivers
• Excellent interpersonal and communication skills across all levels of the organization
• Proficiency in transportation management systems (Ortec, SAP, Power BI, Excel)
• Collaborative, solutions‑oriented, and comfortable in a fast‑paced environment
• Proven ability to lead change, deliver process excellence and influence team and stakeholders on a course of…