Keep Our Clients Moving This Winter with Whispering Pines Landscaping At Whispering Pines Landscaping, we don’t just maintain landscapes, we craft outdoor experiences. All year round, we keep our clients’ properties safe, accessible and looking their best. As industry leaders known for our high standards and innovative approach, we take pride in our people. We support each team member’s growth with hands-on training, career development opportunities and a supportive team culture.
Position: Snow Removal Equipment Operator
Season: November 15 to April 15, with the option of full-time, year-round employment
Location: Meet at our Orangeville shop and take a company truck to sites within 45 minutes
We’re looking for reliable, safety-minded operators to join our Snow Removal Team. If you’re the kind of person who answers the call when the snow starts falling and takes pride in a perfectly cleared lot, we want to hear from you!
Why Work With Us? Stand-by pay of 10 hours per week all season, snow or no snow
Option for full-time, year-round employment with our landscape team
Group benefits after 3 months for year round employees
Annual profit-sharing opportunities for year round employees
Overtime pay after 44 hours
Employee Assistance Program (EAP)
Tuition reimbursement
Paid apprenticeship & training programs available for year round employees
Statutory holiday pay after probation
Monthly team-building & company-wide events




What You’ll Be Doing Respond promptly when called in by our Snow Area Supervisors
Plow parking lots, driveways, laneways and entrances using plow trucks, tractors and skid steers
Apply salt and de-icer with truck-mounted salters to keep sites protected
Work your route by priority so high-traffic properties are open first
Stack snow in approved areas, keeping drainage, sightlines and fire routes clear
Return to sites during long or heavy storms to keep them clear
Do pre- and post-shift equipment checks and report any damage or maintenance needs
Flag site hazards and extra work opportunities to the Area Supervisors
Keep accurate timecards and site logs for billing
Follow all safety protocols, including at night and in low visibility
What We’re Looking For Valid Ontario G or higher driver’s licence and a clean driving record
Experience with plow trucks, tractors, skid steers or salters is an asset. We’ll train the right person!
Availability for on-call work, including nights, early mornings, weekends and holidays
Reliability: when it snows, you show up
Strong work ethic and attention to detail
Good judgment and the ability to work independently
Good communication & interpersonal skills
Eagerness to learn and grow with the company
We’re Proud to Be an Equal Opportunity Employer Whispering Pines Landscaping is committed to building an inclusive, respectful, and diverse workplace. We welcome and encourage applications from people of all backgrounds and experiences.

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📌 Snow Equipment Operator (Ontario)
🏢 Whispering Pines Landscaping
📍 Ontario