Salary: $140,000–$180,000 + Benefits
Are you an experienced Director of Maintenance, Fleet Manager, Maintenance Manager, or senior maintenance leader with a strong background in transportation and fleet operations? Join a growing transportation and asset-based logistics organization and take ownership of its overall maintenance strategy, fleet reliability, cost management and long-term planning.
This is a senior leadership opportunity for someone who can move beyond day-to-day shop operations and bring structure, accountability and strategic vision to a growing maintenance function.
Why This Role? Senior leadership opportunity within a growing transportation organization
Lead the maintenance strategy for a significant and expanding fleet
Direct influence over maintenance costs, budgets and profitability
Develop maintenance KPIs, reporting and accountability
Lead and mentor the Shop Manager and maintenance team
Work closely with senior leadership and operations
Build scalable maintenance processes to support continued growth
Key Responsibilities Develop and implement the organization's overall maintenance strategy .
Provide strategic leadership across maintenance operations and multiple locations.
Partner with the Shop Manager to establish priorities, timelines, budgets and objectives .
Oversee preventative maintenance, fleet reliability, asset performance and downtime.
Evaluate repair-versus-replace decisions and support long-term asset lifecycle planning.
Develop and manage maintenance budgets, forecasts and cost controls .




Monitor maintenance spending and identify opportunities to improve efficiency and reduce costs.
Develop and monitor maintenance KPIs , including fleet availability, downtime, repair frequency and cost per asset.
Lead vendor and supplier relationships , including pricing, service levels and performance.
Provide leadership and oversight of maintenance safety and compliance .
Develop and mentor maintenance leadership, including the Shop Manager.
Establish processes, accountability and succession plans to support future growth.
Identify opportunities for continuous improvement, standardization and technology .
Provide senior leadership with regular reporting on maintenance performance, costs and opportunities.
Build strong relationships with the maintenance and operations teams while driving accountability and change.
What You'll Bring 10+ years of progressive maintenance, fleet or transportation experience.
Several years of experience in a senior maintenance or fleet leadership role .
Strong background in transportation, asset-based logistics, commercial fleet operations, trucking or truck dealerships .
Experience managing maintenance budgets, costs and financial performance .
Strong understanding of preventative maintenance,



fleet reliability and asset lifecycle management.
Experience managing vendors and external service providers .
Experience developing and monitoring maintenance KPIs and reporting .
Strong understanding of maintenance safety and compliance.
Proven experience leading, developing and mentoring maintenance teams.
Solid organizational, project management and problem-solving skills.
Ability to establish timelines, priorities, budgets and accountability .
Strategic thinker with a practical understanding of day-to-day fleet maintenance.
Strong communication and relationship-building skills.
Ability to lead through change while maintaining strong relationships with operational teams.
Preferred Experience Experience in one or more of the following environments is highly relevant:
Asset-based logistics
Commercial transportation
Trucking / fleet operations
Commercial fleet maintenance
What We Offer Leadership responsibility for a growing fleet
Opportunity to shape the company's long-term maintenance strategy
Direct impact on maintenance costs and operational performance
Close partnership with senior leadership
Opportunity to develop and mentor the maintenance team
Opportunity to build a scalable maintenance function
Drake International is an equal opportunity employer committed to diversity, inclusion and accessibility. Accommodations are available throughout the recruitment process. The recruitment process may use AI-enabled tools to support certain steps; all hiring decisions are made by people.

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📌 Director of Maintenance (Ontario)
🏢 Drake International
📍 Ontario