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Winter Operations Manager Jobs in Ontario (NOW HIRING)

Shift Lead, Operations

Woodbridge, ON · On-site

CA$70K - CA$90K/yr

Asset management and inspections and data collection. * When needed, assist Highway Operations ... Experience supporting winter operations, including monitoring weather and road conditions ...

Winter Operations are critical; as such, any requested time off during this time will only be ... Ability to manage and prioritize workloads and events in stressful situations * Demonstrated ...

Call out and manage winter operations during winter events * Assist in the identification of deficiencies, through inspection patrols and create deficiency lists for the Foreperson * Maintain ...

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Winter Operations Manager information

What does a Winter Operations Manager do?

A Winter Operations Manager is responsible for overseeing and coordinating all activities related to winter weather preparedness and response, such as snow and ice removal, road treatment, and equipment maintenance. They manage teams, schedule shifts, allocate resources, and ensure safety protocols are followed during winter storms. Their role is crucial for maintaining safe transportation routes and minimizing disruptions caused by severe weather. Winter Operations Managers often work for municipalities, transportation agencies, or private companies with large properties or fleets.

What are the main challenges a Winter Operations Manager faces during peak season, and how can they be managed effectively?

During peak winter months, a Winter Operations Manager often faces challenges such as unpredictable weather conditions, equipment breakdowns, and ensuring staff safety during round-the-clock operations. Effective management includes proactive planning, continuous staff training, maintaining strong communication with local authorities, and having contingency plans for severe weather events. Utilizing technology for real-time monitoring and resource allocation also helps ensure smooth operations and timely responses.

What are the key skills and qualifications needed to thrive as a Winter Operations Manager, and why are they important?

To thrive as a Winter Operations Manager, you need expertise in logistics, snow and ice control strategies, and personnel management, often supported by experience in facilities or municipal operations. Familiarity with specialized equipment (such as snowplows and salt spreaders), weather monitoring systems, and certifications like the APWA Winter Maintenance Supervisor Certificate are highly valuable. Strong leadership, quick decision-making, and effective communication are critical soft skills for coordinating teams and responding to rapidly changing weather conditions. These skills and qualifications ensure safe, efficient winter operations, minimize disruptions, and protect public safety.

What is the difference between Winter Operations Manager vs Snow Removal Supervisor?

AspectWinter Operations ManagerSnow Removal Supervisor
CredentialsTypically requires management experience, certifications in safety or operationsUsually has experience in snow removal, equipment operation, and safety certifications
Work EnvironmentOversees multiple sites, manages teams, plans winter operationsSupervises snow removal crews, operates equipment, on-site during storms
Employer & IndustryMunicipalities, commercial properties, transportationProperty management, landscaping, snow removal companies
Search & Comparison IntentUnderstanding managerial roles in winter operationsFocus on on-the-ground supervision of snow removal activities

The Winter Operations Manager oversees overall winter preparedness and manages teams across multiple sites, focusing on planning and coordination. In contrast, the Snow Removal Supervisor directly supervises snow removal crews during storms, ensuring efficient on-site operations. Both roles require safety certifications and experience with winter equipment, but their scope and responsibilities differ significantly.

Is Winter Operations Manager a high paying job?

Winter Operations Managers typically earn a salary that varies based on experience, location, and employer size. In general, it is considered a mid- to high-level management position with compensation reflecting responsibilities such as overseeing snow removal, equipment, and safety protocols. Salaries can range from moderate to high depending on the industry and region.

What cities in Ontario are hiring for Winter Operations Manager jobs?

Cities in Ontario with the most Winter Operations Manager job openings:

Infographic showing various Winter Operations Manager job openings in Ontario as of August 2026, with employment types broken down into 84% Full Time, 14% Part Time, and 2% Contract. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution.

Winter Operations Supervisor

London, ON • On-site

CA$28 - CA$38/hr

Other

Posted 10 days ago


Key responsibilities

  • Lead winter operations during live weather events, coordinating plowing, salting, sidewalk, loader, hauling, and snow-stacking activities.

  • Support pre-storm planning by monitoring weather conditions, coordinating staffing, routes, equipment, and materials, and ensuring crew understanding of assignments and safety procedures.

  • Conduct site inspections and address deficiencies, customer concerns, and safety issues during and after events to ensure service quality and safety standards.


Job description

Company: All Terrain Property Maintenance Inc
Location: London, ON and surrounding service area
Compensation: $28.00–$38.00/hour, based on experience and role scope


At All Terrain Property Maintenance, we are building a disciplined, dependable Snow + Ice operation grounded in ownership, preparation, safety, and service excellence. We are looking for a Winter Operations Supervisor who can help lead the full winter event cycle—from pre-storm readiness through deployment, live operations, quality control, and post-event review.


This is a hands-on supervisory role overseeing plowing, salting, sidewalks, loaders, hauling, snow stacking, crews, equipment, materials, and service quality during changing winter conditions.


Our company operates on strong Core Values and a “Right Person, Right Seat” philosophy. We hire, reward, and coach people who value accountability, teamwork, continuous improvement, and doing the job right.


What Makes This Role Different

We use clear systems and real-time communication so supervisors can make smart decisions in the field. You can expect:

  • Defined storm plans, route priorities, and service expectations
  • Direct communication with dispatch, Crew Leads, operators, and Operations leadership
  • Support during active storm events
  • Ongoing feedback and coaching
  • Training and resources to help you lead confidently
  • A team-first operating culture focused on safe, reliable execution


What You’ll Do

Winter Planning and Readiness

  • Monitor weather forecasts, accumulation, temperature, and changing site conditions
  • Support pre-storm planning for staffing, routes, equipment, materials, PPE, fuel, and communication tools
  • Confirm crews understand assignments, site priorities, safety risks, and escalation procedures
  • Coordinate deployment timing and maintain clear handoffs between shifts and leadership teams


Event Leadership and Operational Control

  • Lead winter operations during live weather events
  • Coordinate plowing, salting, sidewalk, loader, hauling, and snow-stacking operations
  • Ensure priority sites, entrances, emergency access routes, and high-risk areas are serviced first
  • Reallocate people, equipment, and materials to manage call-ins, breakdowns, delays, access issues, and service gaps
  • Maintain clear communication with Crew Leads, operators, dispatch, and Operations leadership throughout the event


Quality, Safety, and Customer Protection

  • Conduct site inspections and spot checks during and after events
  • Verify plowing, snow stacking, sidewalk clearing, salt application, clearing widths, and access routes meet company standards
  • Address deficiencies, missed areas, callbacks, and customer concerns promptly
  • Reinforce Health and Safety policies, PPE requirements, safe equipment operation, fatigue awareness, and stop-work expectations
  • Protect employees, pedestrians, customers, vehicles, buildings, landscapes, curbs, and other property from preventable damage
  • Escalate injuries, near misses, property damage, equipment failures, unsafe conditions, and major service delays immediately


Leadership and Continuous Improvement

  • Coach Crew Leads, operators, and seasonal team members on preparation, communication, quality, accountability, and team health
  • Maintain a calm, solutions-focused environment during overnight and high-pressure events
  • Ensure event records, service notes, photos, exceptions, and reservice requirements are completed accurately
  • Participate in post-event reviews and help improve winter plans, route systems, checklists, training, and operating procedures


What We’re Looking For

  • Experience supervising crews, routes, winter operations, salt operations, snow removal, logistics, landscaping, construction, or a comparable field service environment
  • Strong operational awareness and calm decision-making in time-sensitive situations
  • Experience coordinating people, equipment, materials, and multiple service areas
  • Sound judgment around safety, quality, property protection, staffing, and escalation
  • Comfortable correcting poor work and holding people accountable respectfully
  • Clear communication during changing conditions and high-pressure events
  • Valid G driver’s licence with a clean driver’s abstract; A, AR, AZ, or higher licence considered an asset where applicable
  • Comfortable using a smartphone for communication, navigation, reporting, and service documentation
  • Reliable transportation to and from the dispatch location


Availability and Role Reality

  • Winter operations are weather-driven and may require true 24/7 on-call availability during events
  • Availability may include evenings, overnight shifts, weekends, holidays, and changing assignments
  • You must be able to work safely in cold, wet, dark, and high-pressure conditions
  • Reliable attendance and early communication when circumstances change are essential


Perks + Culture

  • Immediate access to our Employee Assistance Program, including counselling, financial planning, nutrition, and more
  • Health benefits available after 6 months, based on eligibility and company plan terms
  • 10 percent discount at Mister Safety Shoe and Work Authority
  • Columbia Warehouse passes and seasonal discount perks
  • Team events, appreciation meals, and crew recognition
  • Uniform and boot support as applicable to the role
  • Future opportunities in other seasonal roles for high-performing team members


Why Join All Terrain

Strong winter operations require preparation, communication, accountability, and leaders who care about both the work and the people doing it. In this role, you will help keep crews moving, protect service quality, and support safe, reliable outcomes across the winter operation.


If you are dependable, safety-minded, decisive, and ready to lead winter operations with ownership and care, we would love to hear from you.


Apply with your resume and a brief note describing your supervisory, winter operations, driving, equipment, or field leadership experience.