Develop Your Landscaping Career in Waterloo Region Here
A Place Where Your Skills, Growth, And Future Are Supported
Build a Future You Can Be Proud Of
Are you searching for a landscaping career in Waterloo Region where your skills are valued, and your potential is recognized? Many jobseekers feel stuck in roles with limited training, unclear direction, or leaders who don’t invest in their growth. It’s discouraging to give your best and still feel unheard, unsupported, or unsure of your future.
At Conestoga Contracting Group, you get a workplace that responds to your needs, provides real training, and gives you the tools, guidance, and encouragement to grow. Your career is supported by people who want you to succeed and advance with confidence.
A Company Built Around People First
A landscaping career in Waterloo Region grows stronger when it’s supported by respect, clear communication, and ongoing learning. Training, proper equipment, and safe job sites are all part of how Conestoga Contracting Group invests in our team. We are known for taking on the essential work that keeps properties safe and operational—not just the easy or appealing tasks. This approach builds real skill, encourages confidence, and creates opportunities to take on responsibilities that make a lasting impact in the community.
Our Mission & Values
Our mission is to lead the industry in precision maintenance and outdoor construction by putting people first, setting the safety standard, and building with passion and purpose.
Our core values are:
- Safety: Everyone goes home physically and mentally safe at the end of each day. We make every decision with the well-being of our people as the top priority.
- Quality: Quality isn’t just how we build a wall, cut the grass or plow the snow. Quality at CCG is how we make people feel, calm, confident, and cared for. It’s about delivering more than promised through strong systems, training, and planning.
- Efficiency: Maximum output, minimal waste. We do it right the first time by listening, learning, and using the best tools for the job.
- Passion: Passion is our edge, it drives our energy, excellence, and endurance. We attract and build teams who love what they do and take pride in doing it well.
- Teamwork: We win together by showing up, stepping up, and owning our shared goals. Every role matters, and our strength is in our unity.
- Agility: We adapt fast, move smart, and thrive in change. Agility keeps us resilient, relevant, and ready for anything.
Benefits We Offer
A landscape career in Waterloo Region Kitchener should reward your effort, support your goals, and make work enjoyable.
Year-Round Employment!
Secure steady, year-round employment with consistent hours.
Vision, Dental Coverage & More!
Access vision, dental, and extended health coverage.
Annual Clothing Allowance
Receive an annual clothing allowance for work apparel.
Boot Allowance
Cover the cost of quality work boots with a boot allowance.
Available Roles
Explore current openings and see where your skills fit. Roles vary by season, and you’re encouraged to apply even if your exact position isn’t listed.
Conestoga Contracting Group is growing and seeking a full-time permanent Landscape Designer who can also develop our sales pipeline. This hybrid role out of Elmira blends creative landscaping and persuasive sales capabilities.
Key Responsibilities:
Identify, qualify, and cultivate new opportunities from existing clients through value-selling and cross-selling services.
Develop new leads through multiple channels (cold calls, digital marketing, referrals, industry networks, etc.).
Use design software (e.g., AutoCAD, U-Vision, Smart Draw) to create 2D/3D renderings and plans; incorporate elements such as landscaping, decking, lighting, water features, spas, and outdoor structures for clients.
Perform on-site assessments to gather accurate measurements and evaluate site conditions. This includes grading and providing proper drainage solutions.
Prepare detailed proposals and present comprehensive quotes to clients.
Work with landscape construction teams to make sure projects are delivered on time, within scope, budget.
Required Qualifications:
3+ years of experience in landscaping design, pool design and construction estimating including grading and draining solutions.
Proven experience with landscape sales and outdoor spaces.
Proficiency in design tools such as U-Vision, Smart Draw, AutoCAD.
Excellent communication, interpersonal, and customer service skills.
Ability to manage multiple projects and deadlines with minimal supervision.
Valid driver’s license and willingness to travel locally for site visits and for seminars and networking events.
Why Join Us
We give back to our community and our people by providing growth opportunities, career development programs, and benefits like: dental care, vision care, extended health care and life insurance.
A Bit About Us
Conestoga Contracting Group is a full-service landscape design/build and maintenance company servicing the residential, commercial, and municipal markets in Waterloo Region and Wellington County. We provide Beautiful, Safe and productive environments to our clients.
Reporting to the Zone Foreman, the Salt Truck Operator is responsible for operating and maintaining salt trucks to ensure proper application of de-icing materials on roadways, parking lots, and other designated areas. The ideal candidate will have prior experience operating heavy trucks or equipment, a strong safety mindset, and the ability to work flexible hours during winter weather events.
*Based on attendance and performance, this role can lead to a full-time landscaping maintenance role starting in the spring, granted up to 50/hours of work every week with benefits, annual performance raises, and career development opportunities tied to raises.
Key Responsibilities:
Operate various snow removal machines, including sidewalk tractors, snowplows, and salt trucks.
Apply salt, sand, brine, or other de-icing materials according to site requirements and weather conditions.
Pile snow in designated and approved locations only.
Inspect trucks and equipment before and after each shift, reporting any maintenance or repair needs.
Accurately track and record material usage and hours worked.
Respond promptly to dispatch calls and weather-related events, including overnight, weekend, and holiday shifts.
Wash and clean trucks and equipment after each use to prevent corrosion, improve safety, and maintain a professional appearance.
Maintain clear communication with supervisors, dispatch, and crew members during operations.
Follow all company policies and safety procedures, including the use of PPE.
Provide professional service at client properties, representing Conestoga’s values of reliability and quality.
Assist in operating sidewalk snow removal equipment, including plows, snow blowers, sweepers, and spreaders.
Assist in shovelling and clearing snow manually from walkways, stairs, building entrances, fire exits, and other designated areas.
Required Qualifications
Availability for on-call shifts, including nights, weekends, and holidays during winter storms.
Strong work ethic, punctuality, and reliability.
Previous experience operating salt trucks, plow trucks, skid steers, or other heavy equipment.
Valid G driver’s license and reliable transportation to drive to work sites.
Knowledge of safe driving practices in winter weather conditions.
Mechanically inclined with the ability to perform basic equipment checks.
Reliable, punctual, and flexible for on-call winter work.
Strong communication and teamwork skills.
Physically capable of lifting 50 lbs and able to perform physical labor in cold, snowy, and icy conditions.
Personal mobile device with a data plan (500MB monthly) for communication and using our work apps.
Working Conditions
Outdoor environment with exposure to severe winter weather, long shifts, and overnight hours.
Physical demands include operating equipment, shovelling, and lifting as required.
High availability required during snow and ice events — must be on-call throughout the winter season.
Compensation & Benefits
Competitive hourly wage (no overtime pay)
Training on equipment and safety procedures provided.
Opportunities for advancement within the company and possible year-round employment starting in the spring with dedicated full-time hours (50/hours a week).
Career development opportunities with training and annual raises (based on performance).
About Conestoga Contracting Group
Conestoga Contracting Group is a trusted leader in landscaping, construction, and winter maintenance services across Southwestern Ontario. We are committed to safety, professionalism, and delivering dependable service to our clients year-round. Our Winter Maintenance Division plays a critical role in ensuring roads, parking lots, and properties remain safe and accessible during winter weather events.
We are looking for dedicated and safety-conscious Snowplow Technicians to join our winter maintenance team. This position is ideal for individuals who enjoy physical outdoor work, thrive in a team environment, and are committed to ensuring public safety during the winter season. It also requires availability during evenings, nights, weekends, and holidays, depending on weather conditions.
*Based on attendance and performance, this role can lead to a full-time landscaping maintenance role starting in the spring, granted up to 50/hours of work every week with benefits, annual performance raises, and career development opportunities tied to raises.
Key Responsibilities:
Respond promptly to snow and ice events when called in.
Operate snow removal equipment such as shovels, snow blowers, plows, and salt spreaders.
Clear walkways, driveways, and parking areas in compliance with safety standards and client requirements.
Pile snow in designated and approved locations only.
Apply salt, sand, or other de-icing materials as needed.
Perform pre- and post-event inspections of assigned properties.
Maintain clear communication with crew leaders, site supervisors, and dispatch.
Follow all company safety policies, including the use of PPE and safe equipment operation.
Perform routine equipment checks and report maintenance needs.
Wash and clean trucks and equipment after each use to prevent corrosion, improve safety, and maintain a professional appearance.
Required Qualifications
Availability for on-call shifts, including nights, weekends, and holidays during winter storms.
Valid G driver’s license and reliable personal vehicle to drive to work sites.
Strong work ethic, punctuality, and reliability.
Ability to perform physical labor in cold, snowy, and icy conditions.
Physically capable of lifting 50 lbs, bending, shovelling, and working outdoors for extended periods of time and up to 15-hour shifts.
Personal mobile device with a data plan (500MB monthly) for communication and using our work apps.
Strong communication and teamwork skills.
Experience with plow trucks, skid steers, or other equipment is an asset.
Previous snow removal or landscaping experience preferred but not required.
Working Conditions
Outdoor environment with exposure to severe winter weather, long shifts, and overnight hours.
Physical demands include operating equipment, shovelling, and lifting as required.
High availability required during snow and ice events — must be on-call throughout the winter season.
Compensation & Benefits
Competitive hourly wage (no overtime pay)
Training on equipment and safety procedures provided.
Opportunities for advancement within the company and possible year-round employment starting in the spring with dedicated full-time hours (50/hours a week).
Career development opportunities with training and annual raises (based on performance).
About Conestoga Contracting Group
Conestoga Contracting Group is a trusted leader in landscaping, construction, and winter maintenance services across Southwestern Ontario. We are committed to safety, professionalism, and delivering dependable service to our clients year-round. Our Winter Maintenance Division plays a critical role in ensuring roads, parking lots, and properties remain safe and accessible during winter weather events.
About Us: Conestoga Contracting Group (CCG) is a premier landscape design, build, and maintenance
company serving residential, commercial, and municipal clients in the Waterloo Region and Wellington County.
We create and maintain beautiful, safe, and functional outdoor environments with a commitment to excellence.
Role Mission: To deliver safe, efficient, and high-quality snow and ice management services that ensure
properties and roadways remain clear, accessible, and hazard-free.
Summary of Role: The Winter Operator is responsible for safely and efficiently operating snowplows, salters,
and other equipment to clear snow and manage ice on client properties. This role ensures timely response
during winter events, maintains equipment readiness, and follows all safety and quality standards. By
delivering consistent, reliable service, the Winter Operator helps keep properties safe, accessible, and aligned
with company expectations throughout the winter season.
Your Impact:
To clients: Your impact on clients is ensuring their properties remain safe, accessible, and well-
maintained throughout the winter season.
To the team: Your impact on the team is ensuring reliability, safety, and efficiency during every storm.
Through teamwork, clear communication, and consistent performance, you help the crew deliver high-
quality service and maintain a safe, supportive work environment.
To the community: Your impact on the community is ensuring roads, sidewalks, and public spaces
remain safe and accessible during winter storms.
Why Join Us:
Be part of a reputable business: Join a fast-growing company that is transitioning from a small to
medium-sized business.
Leadership Impact: Lead, mentor, and collaborate with a passionate team focused on delivering high-
quality landscape projects and exceptional customer experiences.
Growth Opportunities: This role offers immense growth potential, with opportunities to grow into
leadership roles that drive key business decisions.
Innovative Culture: Work in an environment where your ideas will be heard, and your efforts will directly
impact the company’s success.
Key Responsibilities:
Operations
Respond promptly to snow and ice events when called, including overnight, weekend, and holiday
shifts.
Clear snow and ice from walkways, driveways, parking lots, stairs, building entrances, fire exits, and
other designated areas in compliance with client requirements and safety standards.
Apply de-icing materials (salt, sand, brine, or other approved products) according to site needs and
weather conditions.
Pile snow only in designated and approved locations.
Maintain clear communication with supervisors, dispatch, and crew members throughout operations.
Provide professional service at client properties, demonstrating reliability and quality consistent with
Conestoga’s values.
Perform other duties as required.
Equipment
Operate a variety of snow removal equipment such as shovels, snow blowers, sweepers, sidewalk
tractors, plows, and salt/sand/brine spreaders.
Perform pre- and post-event inspections of trucks, equipment, and assigned properties; report any
maintenance or repair needs.
Wash and clean all trucks and equipment after each use to prevent corrosion, ensure safety, and
maintain a professional appearance.
Accurately track and record material usage and hours worked.
Health & Safety
Follow all company policies and safety procedures, including the correct use of PPE and safe operation
of equipment.
Maintain awareness of surroundings to prevent property damage or injury.
Ensure compliance with environmental and safety regulations during snow and ice management
operations.
Route and Team Management
Each zone will have the following:
1. Salt Truck- Site inspections nightly. Every zone is assigned 1 salt truck for weather events. Salt trucks
salt the asphalt after plowing is complete.
2. Plow Team- Multiple vehicles dependent on properties- either trucks or equipment. Responsible for
clearing the snow and ensuring snow piles go in the assigned spots.
3. Sidewalk Team- Clearing and Salting. Responsible for clearing and salting sidewalks and any spaces
plows can’t reach (curb cuts, handicap spaces, any curbs). Sidewalk teams are managed by Corey.
What you will receive:
1. Property list (separate document)
2. Crew and subcontractor list (separate document)
3. Start times via the WhatsApp Group
The Winter Zone Manager is responsible for monitoring the chat and notifying zone team members of start
times by phone. You must speak directly with each member and confirm they received the information. If
unreachable after 3 attempts, spaced 5 minutes apart, leave a voicemail and send a text requesting
confirmation.
Communication Channels:
Crew Leads, Crew Members, Zone Managers and Route Managers are expected to be available 24/7 and
maintain constant communication with dispatch, leadership, and their zone teams.
You will be added to and expected to monitor regularly:
The WhatsApp group for weather updates and coordination.
Your Zone WhatsApp group for start times, site completion updates, and event communication.
The SOS email list is to respond to client service requests. SOS service requests in your zone are the
responsibility of the Winter Zone Manager to be completed or delegated to be completed.
Other Responsibilities:
Share your contact information with your crew and fellow Crew Leads for emergencies and planning.
Keep your phone fully charged before each shift and carry a charging cord (trucks are equipped with
charging ports).
Ensure your data plan can support email, maps, and Aspire/LMN without Wi-Fi.
Refer to the CCG electronic device policy for full requirements.
Ready to Start Your Next Career Step?
Take the next step toward a workplace where your skills matter, your goals are encouraged, and your future is taken seriously.
