Build a Lasting Legacy with Oakly Landscaping

At Oakly Landscaping, we believe the true strength of a company lies in its people. What started with one truck, a lawn mower, and a big dream has grown into one of the GTA’s most trusted landscaping companies. We’re powered by a passionate, skilled team committed to craftsmanship, professionalism, and growth — both in and out of the field.

📍 Now hiring across Oakville, Burlington, Mississauga, Milton, and surrounding areas.

JOIN OUR GROWING TEAM | WE ARE HIRING

OPEN POSITIONS SUBMIT YOUR RESUME

Join OUR Team | Explore open positions

At Oakly Landscaping, we believe that the success of any company starts with its people. What began as a humble operation — just one truck, a lawn mower, and a big vision — has grown into one of the GTA’s most trusted landscaping teams. Today, we’re powered by a crew of passionate professionals committed to quality, innovation, and building something great together.

📍 Now hiring across Oakville, Burlington, Mississauga, Milton, and surrounding areas.

Why Choose oakly landscaping?

Joining Oakly Landscaping isn’t just about getting a job — it’s about becoming part of something bigger. We’ve built our company on the belief that great work starts with great people. That means we’re not just looking for labour — we’re investing in team members who want to grow, take pride in what they do, and be part of a crew that truly supports one another.

When you join Oakly, you’re stepping into a workplace where your voice is heard, your effort is noticed, and your future matters. We offer structured career paths, hands-on training, and leadership that cares about your personal and professional development. Whether you’re just starting out or bringing years of experience, there’s a place for you here — and plenty of room to grow.

Our projects are meaningful, our standards are high, and our culture is real. We work hard, we celebrate wins, and we push each other to be better every day. If you’re looking for a career where you can build more than just landscapes — where you can build a future — Oakly is the place to do it.

Areas we are hiring from

Clear Career:
Progression

From entry-level technician to Operations Manager, we offer structured career paths that provide clear, attainable advancement steps. Our commitment is to help every team member grow professionally & personally.

Culture of Recognition
and Support

Regular recognition, employee-of-the-month awards, and ongoing training ensure you feel valued and prepared for your role. We foster a collaborative environment where your voice matters.

Work-Life
Balance

We understand that your life extends beyond work. Oakly ensures balanced working hours, structured time-off policies, and ongoing support for personal and financial well-being.