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Landscaping Careers in Orangeville, ON

Build a career where you’re valued, your voice counts, and your work truly stands out with Whispering Pines Landscaping.

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The Team Is Everything

When you’re serious about your craft, you want more than a paycheque. You want clear expectations. A crew you can rely on. Leadership that listens. And a reason to stay.

At Whispering Pines Landscaping, our retention speaks for itself. Many of our team members have been with us for over a decade — and not because it’s easy work, but because it’s good work. You get structure, support, and stability. You see your efforts pay off. You know what’s expected of you, and you have the tools and time to deliver it.

If you’re dependable, detail-oriented, and want to build something beautiful — this is where you do it.

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Who Thrives Here

We’re hiring for landscaping jobs in Orangeville, ON — and we’re looking for people who take the work seriously and show up with purpose. Whether you’re running machines, building patios, planting gardens, or keeping properties sharp all season long, you’re part of something that reflects your standards.

We value:

  • Experience in landscaping, horticulture, or trades
  • A steady presence and strong attention to detail
  • Respect for your crew, your clients, and the work
  • A team-first mindset and willingness to learn
  • Pride in doing things properly, start to finish

If you’re looking for a revolving door gig, this won’t be for you. But if you want long term opportunities with a growing team, lets have a conversation.

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The Principals That Guide Us

Our Vision
We are a team of artists crafting inspirational and timeless outdoor spaces.

Our Mission
Creating stunning outdoor environments, which through the continuing care of our team, provide a lifetime of enjoyment.

Our Values

  • Respect: We respect God, each other, and the environment.
  • Integrity: We are principled, sincere, and deliver what we promise.
  • Teamwork: We value every employee’s commitment, skills, and potential to make a difference.
  • Excellence: Our goal is to excel beyond expectations in innovation and creativity.
  • Leadership: We lead the landscape industry through innovation and forward-thinking practices.
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Benefits

You give it your all — and you should be rewarded for it. At Whispering Pines Landscaping, you get more than just a paycheck. From benefits that support your health and growth to programs that recognize your effort year-round, you’ll find support and appreciation in every season.

Group Benefits

Access health and dental coverage after 3 months, giving you peace of mind for you and your family without the long wait, stress, or uncertainty.

Profit Sharing

When the team succeeds, you share in the rewards — enjoy a portion of the profits as recognition for your hard work and dedication.

Winter Standby Pay (SUB Program)

Stay supported through the off-season with standby pay that helps bridge the gap during slower winter months.

CAREER LADDER

Grow with confidence through a clear, standardized path. Our structure outlines each step forward — with defined roles, responsibilities, and pay increases.

Overtime Pay

Start earning overtime wages after 44 hours each week so your extra time on the job gets noticed, appreciated, and properly compensated.

Employee Assistance Program

Confidential support is available when you need it — for mental health, financial guidance, and personal well-being.

Tuition Reimbursement

Pursue courses related to your role, and we’ll help cover the costs to support your progress and career development.

Apprenticeship Programs

Join as an apprentice and gain the hands-on experience, mentorship, and support you need to build your career.

Ongoing Training

Take part in regular training sessions designed to sharpen your skills, expand your knowledge, and help you grow into your next opportunity.

Statutory Pay

After your probation ends, receive paid time off on statutory holidays so you can rest, recharge, and enjoy well-earned time with family and friends.

Monthly Company Events

Connect with your team outside the jobsite through monthly events that bring everyone together for fun and community.

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Apply Now

Ready to be part of something better? Fill out the form below and let’s talk about your future with Whispering Pines Landscaping.

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