Maintenance Contract Supervisor

Drive Excellence in Highway Maintenance

Are you a motivated leader with experience in infrastructure operations or maintenance management?

The Ministry of Transportation is seeking a Maintenance Contract Supervisor to support the safe and reliable delivery of provincial highway maintenance services across Ontario.

In this role, you will guide complex multi-year maintenance contracts, support ministry teams responsible for contract oversight, and help ensure that highway services meet quality, safety and operational standards. Your work will contribute directly to the safety, accessibility and efficiency of Ontario's transportation network and support the millions of people who travel across the province every day.

This is a meaningful opportunity to influence how maintenance services are delivered, contribute to provincial planning, and help strengthen Ontario's highway system for the future.

The Operations Division leads transportation operations across the ministry. We create operational policies, deliver programs that support public needs, and manage transportation assets and infrastructure. Our work includes corridor management, emergency response, maintenance and operations, and developing strong working relationships that support the movement of people and goods throughout Ontario.

A career in the Ontario Public Service (OPS) is driven by purpose. We're building a stronger Ontario by delivering programs and services that make a real difference in people's lives. If you share this ambition, you'll find a workplace that reflects the diversity of the people we serve and empowers you to lead with confidence.

• Purpose that drives you:
  Lead work that matters. Your leadership will shape policies, programs, and services that improve lives across the province—every day.
• A culture that supports you:
  Thrive in a flexible, inclusive, and respectful workplace that values your well‑being and empowers you to bring your whole self to work.
• A career that grows with you:
  Explore leadership opportunities across ministries and sectors. With access to mentorship, learning, and mobility, your career can evolve here.
• Recognition that reflects your impact:
  We value the difference you make. You'll receive competitive pay, a defined‑benefit pension, and benefits that support your well‑being—plus meaningful recognition for your contributions.

We believe great leadership starts with high standards and strong support. In the OPS, that means showing up with authenticity, acting with integrity, and having the courage to do what's right, even when it's hard.

As a leader, you'll shape a team culture that sparks innovation, supports collaboration, and champions inclusion. You'll help build a workplace that is diverse, anti‑racist, and accessible, where everyone feels safe, respected, and able to thrive.

You won't be doing it alone. We invest in our leaders through mentorship, learning opportunities, and cross‑ministry networks that help you grow your impact and connect with peers across the organization.

As the Maintenance Contract Supervisor, you will:

• Lead the delivery and oversight of highway maintenance services to ensure safety, quality and contract compliance.
• Manage complex multi-year maintenance contracts, resolve issues, support inspections and guide contract administration.
• Coordinate responses to emergencies, weather events and critical incidents and provide timely updates to ministry leadership.
• Review contractor plans, performance and claims, recommend actions and support payment approvals and financial consequences when required.
• Build and maintain effective working relationships with contractors, communities, agencies and other partners to support safe transportation operations.
• Manage and support ministry staff, set clear expectations, promote an inclusive team environment and contribute to operational and resource planning.

Please note:

This position is based in Barrie and requires regular travel around the Simcoe…