Choosing the right IT service provider is a big decision – one that can have a direct impact on your company’s efficiency, security, and bottom line. With so many options on the market, how do you know which provider truly has your back?

At Connectability, we’ve worked with hundreds of business owners across Toronto and beyond, and we’ve learned that many are overwhelmed by tech jargon or unsure what to even ask when comparing providers.

So we’ve made it simple: use our 22-question checklist to evaluate any IT company before you sign on the dotted line.

Why This Checklist Matters

Hiring an IT partner isn’t like buying office furniture – you’re trusting someone with access to your most sensitive business data, systems, and operations. That’s why asking the right questions up front can save you time, money, and serious headaches down the road.

We’ve compiled a practical side-by-side comparison tool that outlines the key criteria every business owner should consider, from response times and backup policies to how well technicians communicate.

Download Free Checklist:

✅ IT Service Provider Comparison Chart

Your IT Partner Should Be a Business Ally

A Few Highlights from the Checklist:

  • Do they guarantee response times in writing?
    If not, you could be left waiting when downtime strikes.

  • Do they provide 24/7 monitoring and monthly reports?
    Proactive support helps you avoid costly surprises.

  • Do they understand your business applications?
    Industry-specific knowledge matters when solving real-world problems.

  • Are backups tested regularly—not just scheduled?
    Many providers say they back up your data, but do they ensure those backups actually work?

Your IT Partner Should Be a Business Ally

Beyond the tech specs, look for a provider who prioritizes communication, understands your goals, and takes full accountability. They should be proactive—not just reactive—and offer clear, no-surprise pricing for their services.

We created this checklist to help you make a confident, informed decision—whether you work with us or not.

Ready to Talk?

If you’re evaluating providers or feel unsure about your current IT setup, let’s talk. Contact Us now with our team and get clarity on your options!