Winnipeg, Mb Landscaping supervisors Jobs – 11 Openings This Week

Operations Manager
Tree Ninjas —Grande Pointe, MB
- $50,000–$80,000 a year
- Seasonal
- Sales
- Customer service
- In-person
- Profit sharing
Quick apply
Landscape Maintenance Crew Supervisor
Clintar Winnipeg —Winnipeg, MB
- $22–$25 an hour
- Weekends as needed
- Customer service
- High school diploma or GED
- Organizational skills
- Designated paid holidays
- Disability insurance
Quick apply
Lawn Care Supervisor
Kindret Landscaping Inc. —Winnipeg, MB
- $23–$28 an hour
- Weekends as needed
- Maintenance
- Microsoft Office
- Computer skills
Quick apply
Construction Landscape Lead Hand
Geller's —Winnipeg, MB
- $26–$34 an hour
- 12 hour shift
- Remote
- Maintenance
- Construction experience
- Hand tools
- Profit sharing
- Dental care
Quick apply
Landscape Construction Crew Supervisor
Clintar Winnipeg —Winnipeg, MB
- $32–$35 an hour
- Full-time
- Supervising experience
- Organizational skills
- Construction experience
- Dental care
- Vision care
Quick apply
Construction Landscape Foreman
Geller's —Winnipeg, MB
- $29–$40 an hour
- 12 hour shift
- Maintenance
- English
- Team management
- Profit sharing
- Tuition reimbursement
Quick apply
Landscaping Project Manager
Kindret Landscaping Inc. —Winnipeg, MB
- $60,000–$85,000 a year
- Weekends as needed
- AutoCAD
- CAD
- Microsoft Office
Quick apply
Landscape Crew Lead
Straight Edge Outdoor Services —Winnipeg, MB
- $25–$30 an hour
- Full-time
- Heavy lifting
- Construction experience
- In-person
Quick apply
Assistant Maintenance Coordinator
West End BIZ —Winnipeg, MB
- From $40,000 a year
- Full-time
- Carpentry
- Heavy lifting
- English
Quick apply
Landscape Foreman
Veert Landscaping INC —Winnipeg, MB
- From $18 an hour
- Evenings as needed

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Landscape Gardener - Crew Leader
Terra Opus Group —Mount Albert, ON
Follow all health & safety regulations including wearing appropriate protective equipment and following Safety Data Sheets (formerly MSDS) for safe handling of…
$24–$26 an hour
Quick apply
7d
Landscape Construction Lead Hand
Curbz Landscaping Inc —Toronto, ON
Toronto, ON M4G 1Z4: reliably commute or plan to relocate before starting work (required). Expected hours: No less than 44 per week.
$30–$35 an hour
Quick apply

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landscaping supervisors jobs near winnipeg, mb

Operations Manager

Tree Ninjas
Grande Pointe, MB

Quick apply

Job details

Seasonal | Full-time
$50,000–$80,000 a year

Qualifications

Air Brake Endorsement
Operations management
Sales
Customer service
Rigging
Certified Arborist
Bucket truck
Leadership
Communication skills
Driving Licence

Full job description

Operations Manager & Lead Arborist

Leadership Opportunity | Arboriculture | Potential Future Ownership Path

We're not looking for someone to simply manage crews.

We're looking for a leader who can help build an exceptional arboriculture company.

Our company has established a reputation for quality work, professionalism, and doing what's right for our clients. As we continue to grow, we're seeking an experienced Certified Arborist to lead operations, develop our team, oversee production, and serve as a trusted advisor to our customers.

This is a unique opportunity for an individual who wants to make a significant impact, help shape the future of a growing company, and potentially pursue a path toward profit sharing, partnership, or ownership in the years ahead.

The Opportunity

As Operations Manager & Lead Arborist, you will be responsible for overseeing the day-to-day operations of the company while ensuring every project is completed safely, efficiently, and to the highest standard.

You will work closely with ownership to lead our crews, improve systems and processes, maintain quality control, and help drive the continued growth of the business.

This role combines leadership, operations management, arboricultural expertise, sales, customer service, and occasional field production.

Key ResponsibilitiesOperations & Leadership

Lead, mentor, and develop field crews
Manage daily scheduling, logistics, and workflow
Ensure work is completed safely, efficiently, and professionally
Maintain accountability and high performance standards
Conduct quality control inspections and job site audits
Identify and implement operational improvements
Foster a positive, professional, and safety-focused culture

Client Relations & Sales

Meet with residential and commercial clients
Assess trees and provide professional recommendations
Prepare detailed estimates and proposals
Educate property owners on tree health, risk management, pruning, removals, and long-term tree care
Build trust and long-term client relationships
Support company growth through exceptional customer service and professionalism

Production Support

While this is primarily a leadership role, the successful candidate must be capable of stepping into production when needed.

This includes:

Climbing and rigging
Technical pruning and removals
Bucket truck operation
Crew leadership in the field
Assisting with complex or high-value projects

QualificationsRequired

ISA Certified Arborist designation
Minimum 5+ years of professional arboriculture experience
Strong climbing and rigging experience
Bucket truck operation experience
Experience leading and developing crews
Excellent understanding of modern arboricultural practices and industry standards
Strong communication and customer service skills
Valid driver's license with clean abstract
Physically capable of performing arboricultural work when required

Preferred

Previous operations management experience
Experience with estimating and sales
Air brake endorsement and/or commercial driver's license
Additional ISA credentials
Plant health care knowledge
Experience managing multiple crews

Who You Are

You are someone who:

Leads by example
Holds yourself and others to a high standard
Takes ownership and responsibility
Is highly organized and detail-oriented
Communicates clearly and professionally
Values quality over shortcuts
Enjoys developing people and building strong teams
Strives for excellence in everything you do

What Success Looks Like

Within your first 12 months, you will:

Build strong relationships with our team and clients
Improve operational efficiency and accountability
Maintain exceptional safety and quality standards
Help develop crew leaders and strengthen our workforce
Contribute to sustainable company growth
Establish yourself as a trusted leader within the organization

Compensation & Benefits

Competitive salary based on experience
Performance-based bonus opportunities
Company vehicle or vehicle allowance (if applicable)
Ongoing professional development and training
Leadership role with significant autonomy and influence
Long-term growth opportunities

Future Growth Opportunity

We believe exceptional people should have exceptional opportunities.

For the right individual who demonstrates leadership, commitment, and alignment with our values, there may be future opportunities for profit sharing, partnership, or ownership.

Why Join Us?

We're building a company known for professionalism, craftsmanship, safety, and outstanding customer service.

If you're an experienced arborist who wants more than just another job—if you're looking for a leadership role where you can help shape the future of a growing business—we'd like to hear from you.

To Apply

Please submit your resume along with a brief introduction answering the following:

How many years of arboriculture experience do you have?
What certifications and licenses do you currently hold?
Describe your leadership experience.
What interests you about this opportunity?
Where would you like your career to be in the next 5 years?

Pay: $50,000.00-$80,000.00 per year

Work Location: In person

Quick apply

Refine Your Search

landscaping supervisors jobs in winnipeg, mb

Operations Manager

Landscape Maintenance Crew Supervisor

Lawn Care Supervisor

Construction Landscape Lead Hand

Landscape Construction Crew Supervisor

Construction Landscape Foreman

Landscaping Project Manager

Landscape Crew Lead

Assistant Maintenance Coordinator

Landscape Foreman

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