June 09, 2025
If you're only talking to your IT provider when you renew your contract, you're doing it wrong.
Technology isn't a "set it and forget it" part of your business. It's constantly evolving, and so are the threats that come with it. That's why quarterly IT check-ins are essential if you want your business to stay protected, productive, and competitive.
But here's the thing: Most business owners don't know what to ask.
So today, we're giving you a cheat sheet. These are the questions your IT provider should be ready to answer every single quarter—no tech jargon, no vague promises, just clear answers that keep 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 know:
- Is our antivirus up-to-date?
- Are there unpatched systems?
- Have we had any near misses or warning signs lately?
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 you tested a full restore?
- Are we using the right backup strategy? Off-site? Cloud? Hybrid?
- Are we backing up the right data?
- Is everything backed up and stored securely?
You'd be surprised how many businesses think they're backed up… until they're not.
3. Are All Employees Following Security Best Practices?
It only takes one team member clicking the wrong link to bring down the whole network. Ask:
- Have there been any unusual logins or risky behavior?
- Do we need another round of phishing training?
- Are employees using multifactor authentication?
Bonus points if your IT provider brings this up before you ask. That's how you know 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 any recurring performance issues?
- Are we outgrowing our hardware or software?
- Is there anything we can optimize to speed things up?
Even small improvements can make a big difference.
5. Are We Still Compliant?
Regulations change, and so do the rules about how you store and protect data. Ask:
- Are we meeting the standards for our industry?
- Have any requirements changed?
- Do we need to update policies, software, or training?
Fines for noncompliance are costly. Stay ahead of them.
6. What Should We Be Budgeting For Next Quarter?
Good IT is proactive. Ask:
- Are any software licenses expiring?
- Is any equipment nearing the end of its life?
- Are there upcoming projects we should plan for?
This helps you avoid surprise expenses and plan effectively.
7. What Trends In IT Or Cybersecurity Are We Behind On That Are Making Us Slower Or More Vulnerable?
Technology and cyber threats keep evolving. Ask your IT provider:
- Are there new tools or best practices we're not using yet?
- Are we lagging behind in any security protocols or performance benchmarks?
- What are other businesses our size doing that we're not?
- Are there any emerging threats we should be more cautious about?
Falling behind on trends doesn't just slow you down—it leaves you exposed. A great IT partner keeps you ahead of the curve, 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, if they don't offer to meet with you quarterly—you might not be getting the support you need.
Technology changes fast. Cyber threats move faster.
You need someone who's not just reacting when something breaks but actively working to prevent problems before they happen.
We offer a FREE 10-Minute Discovery Call 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 973-439-0306 to book your 10-Minute Discovery Call today!
