The Cutting Edge jobs in Winnipeg, MB

Property Maintenance Technician

Lawn 'N' Order Custom Landscapes Inc. | Winnipeg, MB | Full-Time,

About Lawn 'N' Order Custom Landscapes

We're a Winnipeg-based landscaping firm with two sides to the business. Our design-build crews take outdoor spaces from concept to finished build high-end patios, retaining walls, drainage, full backyard transformations. Our Property Maintenance crews are the ones who keep properties looking sharp every week of the year, from the first spring cleanup to the last snow event in March. We invest heavily in the people who make it happen, and we're not looking to fill a seat for the season. We're looking for someone who wants to build a career here.

The Opportunity

This is a Property Maintenance Technician role on our maintenance crews. You'll run a route of residential and commercial properties mowing, trimming, cleanups, turf care, garden beds and you'll be back on those same properties week after week, so the standard you set is the standard the client sees. In winter, the crew shifts to snow operations and you stay working. If you take pride in a clean, finished property and you want to grow into the people who run our routes, this is the seat.

• $18–$20 / hr to start, more for experienced equipment operators and licensed applicators (90-day & seasonal reviews)
• 40–50 hrs/week, May–October; near-full-time in April and November, weather permitting
• Opportunity Year-round position. Winter hours are reduced and built around snow call-ins, shop work, and equipment maintenance, you stay employed through the off-season
• Overtime after 50 hrs/week on landscaping work April 15 – November 30 (MB landscape standard); 8 hrs/day and 40 hrs/week on snow removal and all work December 1 – April 14
• Typical in-season day starts between 6:30 and 8:00 a.m., Monday–Saturday scheduling; snow events can mean early, late, overnight, or weekend shifts
• Boot discounts
• Pesticide applicator licence, CMHA training, and continuous-improvement courses for committed team members

What You'll Do

• Weekly maintenance — mow, trim, edge, bag and haul clippings, blow off every hardscape surface, and leave the property cleaner than you found it
• Spring cleanups — leaves, sticks, and winter debris off lawns, beds, and hardscapes; de-thatching, perennial cutback, bed weeding, boulevards and curbs
• Fall cleanups — leaf and debris removal, perennial cutback, haul-away, hardscape blow-off
• Aeration — core aeration on compacted and high-traffic turf
• Fertilizer & weed control — applying company-approved products in accordance with our training and Manitoba pesticide regulations
• Garden bed care — bed work on properties where the client has requested it
• Snow removal — hand-shovelling and mechanized clearing on winter call-ins, executed to each property’s specific instructions
• Equipment care — daily pre-shift inspections, logging issues, and cleaning, fuelling, and storing equipment properly at the end of every shift
• Documentation — before/after photos and service notes in the LMN mobile app. If it isn’t tracked, it isn’t complete.

What You Bring

• Experience that shows. At least one full season in lawn maintenance, grounds keeping, landscaping, or comparable hands-on outdoor work. You’re comfortable running mowers, trimmers, edgers, and blowers.
• Speed with standards. Route work rewards people who move efficiently without cutting corners. You can keep pace and still hit the finish standard.
• Pride in the finished product. You care whether the lines are clean, the edges are crisp, and there isn’t a single clipping left on the walk.
• Reliability. On time, in proper PPE, phone away, ready to work in all weather and you answer the phone when the snow call comes.
• Physically capable. Able to lift 50 lbs repeatedly throughout the day.
• Manitoba Class 5 driver’s licence.
• Professional on client property. Many of our clients are home while we’re working. Safety-first mindset and real respect for teammates and clients is non-negotiable.

What sets you apart (assets, not deal-breakers): a Manitoba pesticide applicator licence, equipment-operation experience (skid-steer, plow truck, aerator), First Aid/CPR, landscape or horticulture coursework, or any trade tickets.

Where This Goes, Your Path to Grow

We don't have one ladder; we have several, and the right one depends on where you're strongest. Technicians here have moved into:

• Technician → Lead Hand → Team Lead running your own crew and route
• Pathways toward account management, scheduling, and property maintenance management for people who show the head for it
• Specialist tracks for those who want to master turf health and applications, or snow operations, and earn the rate that comes with it

We don't map your whole career in a job ad we map it with you, in person, once we see how you work. The runway is real, and we'll tell you exactly what unlocks each step.

Why Grow With Us

• Year-Round Work — snow ops, equipment maintenance, and shop work keep our best people employed all winter
• Red Seal Pathway — schooling and hours logged toward your Landscape Horticulturist ticket
• Training & Certs — pesticide applicator licence, CMHA, leadership development
• Gear & Perks — uniforms, boot discounts, team BBQs, "Toolbox Talk" prize draws
• Culture — we lead with clear direction, mentorship, and second chances for people who bring the work ethic. Match our effort and we’ll match yours, with a career path that’s actually mapped out.

Our 4-Step Hiring Process

• Submit your résumé — a concise résumé plus a quick intro highlighting any work, volunteer, or sports experience that proves you show up and work hard.
• Candidate questionnaire — short-listed applicants get a brief questionnaire. Reply in writing or with a 3-minute video covering: a moment you had to show perseverance; why you want to work here and what you already know about us; and your personal and/or career goals over the next 1, 5, and 10 years.
• Interview — a 15-minute phone or video chat to confirm values, logistics, and team fit.
• On the Job Training — join a crew for a real shift, show your work ethic, meet the team.

No drawn-out mystery stages prove yourself, get hired.

Ready to Grow?

We hire people, not just positions. If you take pride in leaving a property better than you found it, and you're looking for year-round work with a real path forward not just a season of cutting grass we want to hear from you. Let's grow something great together.

Job Types: Full-time, Seasonal

Benefits:

• Casual dress
• Dental care
• Extended health care
• On-site parking
• Paid time off
• Vision care

Experience:

• Landscape maintenance: 3 years (preferred)

Licence/Certification:

• Class 5 Licence (required)

Work Location: In person