Are you tired of the constant juggling with multiple IT vendors or the overwhelming burden on your internal team? For growing Canadian businesses, technology often becomes a bottleneck instead of an advantage. Let us take that stress away.

Windswept IT offers a comprehensive suite of managed IT services specifically designed for small and mid-sized companies across Canada. Whether you’re looking for always-on help desk support, modern infrastructure, or strategic technology planning, we provide you with a personal touch, clarity, speed, and real support from honest technicians who genuinely care about your business.

Whether you’re a fast-growing law firm, a busy dental clinic, a nonprofit with compliance requirements, or a manufacturing operation with legacy tech, we understand your unique needs. We tailor our services to fit your environment, goals, and industry realities, ensuring that we grow with you.

🟩 Book a Free IT Consultation →

One call. No jargon. Just clarity on how your current setup stacks up—and how we can help.

We offer complete, Canadian-based IT services for companies with 10–200 users. Here’s what we cover:

🔹 Managed IT Support (Most Popular)

• Proactive, people-first support designed to keep your team running without disruption. Includes 24/7 monitoring, unlimited Tier 1 and Tier 2 help desk support, and Canadian technicians who are familiar with your environment.

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🔹 IT Infrastructure Solutions

• Ensure your IT systems are stable, secure, and scalable. We handle server management, cloud services, backups, device provisioning, and endpoint monitoring—so you can scale without the drama of tech issues.

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🔹 Cybersecurity & Compliance

• Protect your business from modern threats and meet industry standards. We offer managed antivirus, endpoint detection & response, secure remote access, and guidance for frameworks like PIPEDA and SOC 2.

🔹 Strategic IT Consulting

• Make smarter decisions with experienced technical advisors in your corner. From vendor assessments to cloud migration planning to executive IT roadmaps, we support your long-term vision.

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🔹 Healthcare IT Services

• HIPAA-aware support, EMR integration, and responsive help desk coverage tailored for clinics, dental offices, and private practices across Ontario.

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✅ One partner for everything—no more vendor juggling

✅ Flat-fee pricing; no surprise bills, ever

✅ Real people, not offshore call centers

✅ Canadian-based support: local, fast, and familiar

✅ Scalable services for 10–200 users

✅ Support that adapts as you grow

✅ Most tickets answered within 15 minutes or less

🟩 Schedule a Free IT Assessment →

We’ll benchmark your environment, identify gaps, and give you a path to improvement, free of charge. This assessment is a no-obligation opportunity for you to understand your IT needs and how we can help, without any hidden costs or commitments.

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“They actually fix problems instead of logging them. When we switched, our users immediately noticed the difference and so did our uptime reports. We went from 94% to 99.8% availability.”

— Practice Manager, Ottawa Dental Clinic

How It Works

1. Book your free IT assessment: No pressure, just clarity.
2. Get a personalized service map: We’ll show where you’re strong and where you’re exposed.
3. Start strong with zero disruption: We handle onboarding and transitions so you don’t lose a minute of uptime.

What types of businesses do you support?

• We typically work with Canadian businesses that have 10–200 users across various industries, including healthcare, professional services, nonprofits, and manufacturing.

What’s the difference between managed IT and break/fix?

• Managed IT means we proactively monitor, maintain, and support your systems under a flat-fee agreement—no surprise charges. This approach is cost-effective and helps prevent major issues. In contrast, break/fix is a reactive model where you pay for support only when something breaks, often leading to higher costs in the long run.

How do I know which IT services I need?

• That’s what our free assessment is for. We evaluate your current environment, risk points, and growth goals—then recommend only what fits your needs and budget.

What does your pricing look like?

• All services are delivered under a simple, flat monthly fee, with no hourly billing or surprise charges. While exact rates depend on your setup, most clients fall within predictable price bands based on the number of users and devices.

What happens if I already have an IT person on staff?

• No problem. If you already have an IT person on staff, we can work as a collaborative partner. Many clients use us to offload day-to-day support, expand coverage, or access senior-level guidance that their internal teams don’t have time for. We’re here to enhance your existing IT setup, not replace it.