Are you a self-starting Landscape Professional who loves connecting with people, closing deals, and building lasting client relationships?
Are you energized by hitting targets, working in a fast-paced environment, and seeing your efforts directly contribute to company growth? Do you thrive when you’re out meeting clients, walking properties, and finding creative solutions to customer needs?
At Garden City Groundskeeping, we are looking for a results-driven Sales Associate to join our team. In this role, you’ll be responsible for finding and developing new business opportunities, nurturing long-term relationships, and selling landscape maintenance, enhancements, and snow services across the Greater Toronto Area.
This is a client-facing role for someone proactive, organized, and motivated to grow. If you enjoy the challenge of outbound sales, building a book of business, and helping people maintain their outdoor spaces, this could be the perfect fit.
- Relationship Builder: You’re curious, enjoy meeting people, and figuring out how to help. You understand that trust is earned through follow-up, responsiveness, and delivering value. You’re a confident communicator who is comfortable talking with homeowners, contractors, and property managers alike.
- Sales-Driven: You get a genuine sense of accomplishment from hitting sales targets and driving revenue. You’re not afraid to pick up the phone, send the extra email, or visit a job site to move a sale forward. You take ownership of your pipeline and are motivated by performance.
- Organized and Reliable: You keep your CRM updated, show up on time for meetings, and take pride in doing things well. You’re the kind of person who follows through, stays on top of your to-dos, and makes life easier for both your clients and your coworkers.
- Fast Learner: Whether it’s a new product or a technical project, you’re eager to learn and quick to understand how things work. You ask smart questions, retain what you learn, and use that knowledge to better serve your clients.
Objectives & Responsibilities
1. Drive Sales and Revenue Growth
- Develop and manage a pipeline of commercial and residential sales opportunitiesConduct site visits to assess client needs and gather all necessary project details
- Prepare detailed and accurate estimates for maintenance, enhancement, and snow and ice services
- Build proposals and guide prospects through the decision-making process
- Source, estimate, and close a minimum of $1,000,000.00 in new business annually
- Actively identify opportunities to upsell additional services or enhancements on existing contracts to increase revenue and strengthen client relationships
2. Build and Maintain Strong Client Relationships
- Serve as a primary point of contact for new and existing clients, from first contact through to closing
- Represent the GCG brand and systems with professionalism and company knowledge
- Host client meetings, job walks, and Lunch & Learns to generate new leads and build trust
- Maintain high client retention by securing annual renewals for at least 90% of existing contracts.
3. Grow Market Awareness
- Promote GCG at trade shows, events, and industry functions
- Build relationships with key contacts in construction, property management, design, and architecture
- Expand the company’s visibility through outbound prospecting and community engagement
4. Collaborate with the Internal Team
- Work closely with the Estimator and project team to ensure sales are aligned with execution
- Contribute to internal strategy and process improvements
- Assist with onboarding and mentoring new sales staff as needed
Skills & Qualifications
Previous Experience:
- 3 to 5 years of sales experience in landscape maintenance, property maintenance, snow & ice services or related fields
- Proven success in client-facing roles, with a track record of meeting or exceeding targets
- Experience selling to both homeowners and B2B clients
Industry Knowledge:
- Familiarity with landscape maintenance, enhancements, and snow & ice management processes
- Ability to collect site measurements and details, and prepare or modify detailed estimates for review and finalization by the senior estimator.
Communication and Sales Skills:
- Comfortable selling in person, over the phone, and via email
- Skilled in asking good questions, handling objections, and closing deals
- Capable of presenting ideas clearly to clients, collaborators, and internal teams
Technology:
- Proficient in CRM systems (HubSpot preferred)
- Comfortable with Google Workspace and Microsoft Office
- Experience with LMN or other landscape-specific software is an asset
Other Requirements:
- Valid G driver’s license and reliable access to a vehicle
- Willing to work occasional evenings and Saturdays during peak season
Compensation & Perks
Annual Base Salary: Starting at $65,000 per yearCommission: Performance-based commission, with on-target sales earning an additional $15K annuallySalary Review: After 90 days, and annually thereafterBenefits: Comprehensive benefits package available after 90 daysVacation: Two weeks' paid vacation to startTools Provided: Cell phone, laptop, printer, and branded apparelVehicle Use: Per kilometre reimbursement for use of personal vehicle
Why Join Garden City Groundskeeping?
Meaningful Work: Our services keep outdoor spaces safe, clean, and beautiful year-round. You’ll help maintain and improve properties for homeowners, businesses, and communities, making a visible difference every day.
Supportive Culture: We value hard work, teamwork, and professionalism. You’ll be surrounded by people who take pride in what they do and are committed to doing it well.
Job Type: Full-time
Pay: From $65,000.00 per year
Additional pay:
- Commission pay
Benefits:
- Dental care
- Mileage reimbursement
- Paid time off
- Vision care
Schedule:
- Monday to Friday
Language:
- English (preferred)
Work Location: In person
