10 Brutal Questions to Test Your IT Provider
Whether you’ve got an IT guy, a full team, or you’re sizing up your next provider—these 10 questions will show you who they really are. No fluff. No tech-jargon smokescreens. Just the straight answers your business deserves.
Cut Through the Noise
Most MSPs sound the same. These questions help you separate real partners from empty promises—and make sure you’re not stuck with just another slick sales pitch.
Expose Weak Spots
Whether you’re already working with a provider or searching for one, this guide helps you uncover gaps before they become problems.
Protect Your Business
IT isn’t just tech — it’s tied to your operations, security, and bottom line. Make sure the people behind it are up to the task.
Looking for the right IT provider? Ask AI the tough questions.
At the end of this guide, you’ll find a custom AI prompt built from the 10 critical questions every business should ask when choosing an MSP. What used to take weeks of research can now be done in seconds. Just drop the prompt into ChatGPT and instantly get MSPs that actually check all the boxes—so you can spend less time searching and more time choosing the right fit.
The prompt is designed to cut through the fluff. It helps you filter for what actually matters—like whether a provider offers live-answer support, delivers proactive roadmapping and vCIO services, or follows proven cybersecurity frameworks. It even asks for social proof, like client success stories and real reviews. You’ll be able to identify not just the capable MSPs—but the right-fit ones for your region, your industry, and your team.
If you’re tired of wasting time with cookie-cutter providers or generic RFP processes, this is your shortcut. And if you’re curious how we stack up? Explore how GRIT Technologies delivers on those same 10 questions every day through our Managed IT Services, IT Procurement, and more.
