Landscape Maintenance Crew Leader

Whitby, ON
On-site
Posted Sep 8, 2026
1 position

Opens an external site

Employment type: Full-time
Experience level: Mid-level · 2+ years
Apply by: Mar 7, 2027
Posting language: English
Working hours: 40 hours per week
Seniority: Mid-Senior level
Application method: Direct apply is available

Job summary

Lead and organize a small commercial landscape maintenance crew to ensure properties are maintained to company standards. Oversee daily operations including mowing, pruning, and seasonal snow removal while coordinating with the Operations Manager.

Job details

Why CSL? CSL Group is a dynamic, family-based company committed to its employees. We are growing, and we are looking for people who want to grow with us. If you are looking for a career, not just a job, CSL offers opportunities to learn, take on more responsibility, and move up within the company. We take our company values seriously, too. SHARING stands for: Safety | Humility | Accountability | Respect | Integrity | Nurturing | Growth If that sounds like a company you would like to be part of, keep reading! What You'll Be Doing As a Crew Lead, you'll be the person helping keep a small crew of 2–3 people organized, productive, and moving in the right direction. You'll spend plenty of time working alongside your crew, but you'll also be responsible for making sure the job gets done right. Lead a small commercial landscape maintenance crew of 2–3 people. Plan the crew's daily work and make sure properties are maintained safely, efficiently, and to CSL standards. Get your crew where they need to be with the right equipment, materials, and information for the day. Oversee regular commercial landscape maintenance including mowing, trimming, blowing, pruning, weeding, garden maintenance, cleanups, and seasonal services. Keep an eye on the details. If something doesn't look right, needs attention, or could become a bigger problem, speak up and let the Operations Manager know. Work alongside your crew and lead by example. We don't expect our Crew Leads to stand around giving orders. Communicate with the Operations Manager about daily progress, property concerns, client requests, equipment issues, and anything else that may affect the day. Help train and support crew members and make sure everyone understands what is expected. Keep trucks, trailers, equipment, and tools clean, organized, and in good working order. Complete daily equipment inspections and report any damage, defects, or accidents. Follow CSL's safety policies and help create a safe and positive work environment. Keep properties looking their best and take pride in the work your crew puts out. Complete required time tracking, inspections, and daily paperwork. When winter arrives, switch gears and help with snow operations. This may include snow removal, salting, shovelling, operating equipment, and leading your crew through winter conditions. Be ready to work outdoors in all kinds of weather. Yes, that includes the Canadian variety. What We're Looking For 1–3 years of experience in commercial landscaping, landscape maintenance, or property maintenance. At least 1 year of experience leading a small crew. A valid G driver's licence and the ability to drive a truck and trailer. Good knowledge of landscape maintenance practices and equipment. Someone who can organize a day, keep a crew moving, and adjust when things don't go according to plan. Strong communication and problem-solving skills. Someone who takes initiative and isn't afraid to make a decision when one needs to be made. Someone who can recognize when an issue needs to be handled and when it's time to call the Operations Manager. A willingness to learn CSL's systems, standards, and way of doing things. A positive attitude and the ability to work well with a team. Ability to lift up to 50 lbs., bend, dig, climb, and perform physical work throughout the day. Comfortable working outdoors in all seasons. Work Perks Competitive wages Attractive benefits package Employee appreciation events Company-paid uniforms Safety boot allowance RRSP and DPSP Opportunities to grow within CSL A team that actually wants you to succeed Other companies may call this job: Full Time, Full-Time, Landscape Maintenance, Commercial Landscaping, Landscaper, Labourer, Crew Lead, Crew Leader, Foreman, Supervisor, Grounds Maintenance #CSLH

What you’ll do

Requirements

Requires 1-3 years of commercial landscaping experience and at least 1 year of crew leadership experience. Must possess a valid G driver's licence and the physical ability to perform heavy outdoor labor in all weather conditions.

Benefits

• Competitive wages • Attractive benefits package • Employee appreciation events • Company-paid uniforms • Safety boot allowance • RRSP • DPSP • Opportunities to grow within CSL