Lawn Maintenance (Milton)

V.I.L. Landscaping Inc Oakville, ON | Full time Competitive Pay Based on Experience + Leadership Growth This Role Is for the Best — Not Everyone V.I.L. Landscaping is hiring a High-End Residential Maintenance Foreman to lead premium weekly maintenance crews on some of the cleanest, most detail-driven properties in the area. This is not basic lawn care. We are talking: - Straightest lines - Crispest edges - Perfect striping - Immaculate beds - Zero excuses Only candidates who take pride in precision and ownership in outcomes should apply. The Opportunity (Why This Role Is Different) This position is designed for someone who wants to grow beyond running a crew. Our expectation is that the right person can grow into a Maintenance Division Management role within ~3 years, helping oversee people, standards, systems, and performance across multiple crews. If you want to be world-class—not average—and eventually lead at a higher level, this role is built for you. What You’ll Be Responsible For (Phase 1 – Foreman) - Leading a high-end residential maintenance crew - Executing elite mowing, trimming, edging, and bed care - Ensuring consistent quality across every property, every visit - Training crew members on standards, speed, and professionalism - Managing daily routes, time, and site presentation - Owning quality control — details matter here - Representing V.I.L. Landscaping professionally with clients Growth Path (Very Important)Phase 1 – Maintenance Foreman You run a tight crew and deliver elite results consistently. Focus: Execution, leadership on site, quality control, crew development Phase 2 – Senior Foreman / Area Lead You begin supporting multiple crews and higher-level planning. Focus: Mentorship, efficiency, problem-solving, standard enforcement Phase 3 – Maintenance Division Leader (3-Year Target) You help manage: - Multiple crews - Standards and training - Scheduling and performance - Team development and accountability Focus: Leadership, systems, people, and long-term growth Who This Role Is For - A proven maintenance foreman or lead hand with high standards - Someone obsessed with clean lines, sharp edges, and consistency - A leader who takes pride in training and developing others - A growth-minded professional who wants real responsibility - Someone who wants to build a career, not just run a route Who This Role Is NOT For - Anyone who’s “good enough” with quality - People who blame crews, weather, or equipment - Anyone looking for a clock-in / clock-out role - Those who don’t want leadership or accountability What We Expect From You - Strong experience in high-end residential maintenance - Ability to lead, train, and hold standards - Excellent eye for detail and consistency - Professional communication and attitude - Desire to grow personally and help others grow What We Offer - Competitive pay based on skill and leadership level - High-end routes (not chaos maintenance) - Clear standards and systems - Long-term growth into senior leadership - A company that promotes from within and expects excellence Application Questions (Required) To be considered, please answer the following: 1. Standards & Pride What does “world-class” residential maintenance look like to you, and how do you ensure your crew hits that standard every visit? 2. Leadership & Accountability Tell us about a time your crew wasn’t meeting expectations. What did you do to fix it? 3. Growth & Long-Term Vision Where do you want to be in your career in 3–5 years, and how does this role fit into that plan? How to Apply Apply through Indeed and include your answers to the questions above. Applications without thoughtful answers will not be considered. 365- 909 - 0524 Job Type: Full-time Pay: $20.00-$23.00 per hour Work Location: On the road Apply on Kit Job: kitjob.ca/job/2ny1v5