Salary:
$140,000–$180,000 + BenefitsAre 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 organizationLead the maintenance strategy for a
significant and expanding fleetDirect influence over
maintenance costs, budgets and profitabilityDevelop maintenance
KPIs, reporting and accountabilityLead and mentor the
Shop Manager and maintenance teamWork closely with
senior leadership and operationsBuild scalable maintenance processes to support continued growthKey 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 .Robust 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.Strong 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 logisticsCommercial transportationTrucking / fleet operationsCommercial fleet maintenanceWhat We Offer
Leadership responsibility for a growing fleetOpportunity to shape the company's long-term maintenance strategyDirect impact on maintenance costs and operational performanceClose partnership with senior leadershipOpportunity to develop and mentor the maintenance teamOpportunity to build a scalable maintenance functionDrake 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 (Winnipeg)
🏢 Drake International
📍 Winnipeg