June 09, 2025
If you only talk to your IT provider when it's time to renew your contract, you're missing the mark.
Technology isn't something you set up once and forget about. It's always changing, and so are the risks that come with it. That's why meeting with your IT provider every quarter is essential to keep your business safe, efficient, and competitive.
The problem is, many business owners don't know what questions to ask.
So here's a simple guide. These are the questions your IT provider should be able to answer clearly every quarter—no jargon, no vague answers—just straightforward information that keeps your business running smoothly.
1. Are There Any Vulnerabilities We Need To Address Right Now?
This isn't just about ticking boxes. You need to find out:
- Is our antivirus software current?
- Are there any systems that haven't been patched?
- Have there been any recent warnings or close calls?
You're not being paranoid; you're being prepared.
2. What's The Status Of Our Backups? And Have You Tested Them Lately?
Backups are like seat belts—you don't think about them until you really need them. Ask:
- When was the last time a full restore was tested?
- Are we using the best backup strategy—off-site, cloud, or hybrid?
- Are the right files and data being backed up?
- Is everything stored securely?
You might be surprised how many businesses think they're backed up until disaster strikes.
3. Are All Employees Following Security Best Practices?
It only takes one person clicking the wrong link to compromise the entire network. Ask:
- Have there been any unusual logins or risky behavior?
- Do we need another round of phishing or security training?
- Is everyone using multifactor authentication?
Bonus points if your IT provider brings this up before you do—that's a sign they're paying attention.
4. How Has Our Network Performance Been? Anything Slowing Us Down?
Slow systems mean slow teams and lost productivity (and money). Ask:
- Are there recurring performance problems?
- Are we outgrowing our current hardware or software?
- Can anything be optimized to improve speed?
Even small improvements can make a big difference.
5. Are We Still Compliant?
Regulations change, and so do rules about data storage and protection. Ask:
- Are we meeting industry standards?
- Have any requirements been updated?
- Do policies, software, or training need to be refreshed?
Noncompliance fines can be costly. Staying ahead is crucial.
6. What Should We Be Budgeting For Next Quarter?
Good IT is proactive. Ask:
- Are any software licenses about to expire?
- Is any equipment nearing the end of its useful life?
- Are there upcoming projects we should plan for?
This helps avoid surprise costs and keeps your budget on track.
7. What Trends In IT Or Cybersecurity Are We Behind On That Are Making Us Slower Or More Vulnerable?
Technology and cyber threats evolve constantly. Ask your IT provider:
- Are there new tools or best practices we should adopt?
- Are we falling behind in security protocols or performance standards?
- What are similar businesses doing that we aren't?
- Are there new threats we need to watch out for?
Falling behind on trends doesn't just slow you down; it exposes you to risk. A good IT partner keeps you ahead, not catching up.
You Aren't Having These Conversations? Red Flag
If your IT provider can't give clear answers to these questions—or worse, doesn't suggest quarterly meetings—you might not be getting the support your business needs.
Technology changes quickly. Cyber threats move even faster.
You need someone who's not just fixing problems after they happen but actively working to stop them before they start.
We offer FREE 15-Minute Consult to help business
owners like you get a clear view of their tech setup - what's working, what's
not and how to fix it before it turns into a problem.
Click here or give us a call at 804-796-2631 to book your 15-Minute Consult today!
