About Us
Our Story
Hi, I’m Wes O’Leary, owner of North Pro Home & Cottage Services.
I’ve always been driven to build things from the ground up. Even at a young age, I was the one selling the most fundraiser items at school. Even writing simple cold calling scripts at 7 years old to pitch to my relatives to sell the most magazines, or ice cream for my class. That entrepreneurial mindset runs deep in my family, with several of us owning and operating businesses of our own.
North Pro Home & Cottage Services began in 2022 while I was studying business in college. What started as a class project, a “mock” business created to learn how companies operate, quickly became something real. The most valuable lessons weren’t coming from the classroom; they came from quoting jobs, speaking directly with homeowners, and doing the work day in and day out.
At the time, I was also working at a local pizza shop. Eventually, I made the decision to step away from school and pursue the business full-time. It was a calculated risk, grounded in firsthand experience and a clear vision for what North Pro Home & Cottage Services could become.
I was raised in Elmvale and Coldwater, and today North Pro Home & Cottage Services proudly serves homeowners across Oro-Medonte and Simcoe County, Ontario. From the beginning, the goal has been simple: build a dependable home-service company homeowners trust, and a workplace where team members feel supported, respected, and proud of the work they do.
Our Values
Our values guide how we work, how we treat people, and how we grow as a company.
Balance
We believe great work starts with a healthy work-life balance. Our team is encouraged to work hard, but also to rest, recharge, and enjoy life outside of work. Long-term success, for our team and our clients, depends on balance.
Relationships
We focus on building relationships, not just completing jobs. Many of our clients return year after year, and we treat them like neighbours, not numbers or transactions. Great service is about trust, communication, and making people feel looked after.
Generosity
Giving back is built into how we operate. We donate 2% of all sales toward supporting men’s and kids’ mental health initiatives, and we regularly participate in fundraising efforts such as Movember. Internally, we also pay our team above industry-standard wages, because taking care of people matters.
Team
Our team is everything. We hire people who take pride in their work, enjoy showing up each day, and care about the image we present. A positive team culture leads to better service, safer work, and a better experience for our clients.
Why Homeowners Choose
North Pro Home & Cottage Services
When you hire North Pro Home & Cottage Services, you’re not just booking an exterior cleaning company. You’re choosing a team that makes the process easy and reliable.
Clear communication from start to finish
This is what we’re known for most. We confirm details, set expectations clearly, and stay responsive throughout the process.
Personable, professional service
Our crews are friendly, uniformed, and respectful. We treat your home the way we’d want ours treated.
Fully insured, licensed, and trained
Peace of mind matters, especially when work is being done around your property.
A satisfaction-first guarantee
If something isn’t right, we’ll make it right. We don’t consider a job complete until you’re happy.
Community-minded values
We actively support local causes and mental health initiatives across Simcoe County.
Our Services
We provide reliable exterior cleaning and seasonal services designed for busy homeowners across Oro-Medonte and Simcoe County.
House Washing (Soft Wash)
Window Cleaning
Christmas Light Installation
Our Growth
Since launching in 2022, North Pro Home & Cottage Services has helped over 500 homes across Simcoe County maintain clean, well-cared-for exteriors. Our growth has come through referrals, repeat clients, and consistently doing what we say we’ll do, no shortcuts, no pressure tactics.
Our Commitment
North Pro Home & Cottage Services is built to take the stress out of hiring a contractor. That means showing up when we say we will, doing the work properly, and keeping you informed every step of the way.
We take before-and-after photos when helpful, protect landscaping by pre-soaking and rinsing as needed, and make sure you always know what’s happening on your property. Above all, we want you to feel confident that your home is in good hands.
Call Us to Get a Quote
Ready to improve your home’s exterior in Oro-Medonte or anywhere in Simcoe County?
Request a quote today and see what it’s like to work with a communicative, reliable team that genuinely cares about doing things right.
