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7 Questions You Should Be Asking Your IT Provider Every Quarter (But Probably Aren’t)

June 09, 2025

Don't wait until contract renewal to engage with your IT provider—regular communication is key.

Technology is a dynamic part of your business, constantly changing alongside emerging cyber threats. Scheduling quarterly IT reviews is essential to keep your business secure, efficient, and ahead of the competition.

Many business owners struggle to know the right questions to ask their IT team.

To help, we've compiled a straightforward list of questions your IT provider should answer each quarter—no jargon, no fluff, just clear insights to keep your operations seamless.

1. Are There Any Immediate Security Risks We Should Address?

This goes beyond routine checks. You need to confirm:

● Is our antivirus software fully updated?
● Are there any systems pending critical patches?
● Have there been any recent security alerts or near breaches?

Being cautious means you're proactively protecting your business.

2. What Is the Current Status of Our Data Backups? Have They Been Tested Recently?

Think of backups like safety belts—you hope you never need them, but when you do, they must work flawlessly. Ask:

● When was the last successful full data restoration test?
● Are we utilizing the optimal backup approach—off-site, cloud, or hybrid?
● Are all critical files and systems included in the backup?
● Is the backup data stored securely and protected?

Many businesses mistakenly believe their backups are reliable until disaster strikes.

3. Are Our Employees Adhering to Security Best Practices?

It only takes one employee clicking a malicious link to compromise your entire network. Important questions include:

● Have there been any suspicious login attempts or risky activities?
● Should we schedule additional phishing awareness training?
● Is multifactor authentication implemented across all user accounts?

Your IT provider should proactively discuss these concerns without prompting—that’s a sign they’re truly vigilant.

4. How Is Our Network Performing? Are There Any Bottlenecks?

Slow technology leads to sluggish teams and lost revenue. Consider asking:

● Are there recurring issues affecting network speed or reliability?
● Are our current hardware and software meeting business demands, or are we outgrowing them?
● What optimizations can we implement to improve performance?

Even minor improvements can significantly boost productivity.

5. Are We Compliant with Industry Regulations?

Regulatory requirements evolve continuously. Check:

● Do we currently meet all applicable industry standards?
● Have there been any recent changes to compliance rules?
● Do our policies, software, and employee training need updates?

Noncompliance penalties can be costly. Staying informed keeps you protected.

6. What Should We Allocate Budget For in the Next Quarter?

Proactive IT management means planning ahead. Ask:

● Are any software licenses up for renewal?
● Is any hardware nearing the end of its lifecycle?
● Are there upcoming projects requiring investment?

Anticipating expenses helps you avoid surprises and manage resources effectively.

7. What IT or Cybersecurity Trends Are We Missing That Could Impact Us?

Technology and cyber threats evolve rapidly. Ask your IT team:

● Are there innovative tools or practices we should adopt?
● Are we falling behind in security measures or system performance?
● What strategies are similar businesses using that we aren’t?
● Are there emerging threats we need to be aware of?

Failing to keep pace with trends not only slows your business but also increases vulnerability. A dedicated IT partner keeps you ahead, not catching up.

You Haven't Had These Discussions? Consider This a Warning.

If your IT provider can’t confidently answer these questions or doesn’t initiate quarterly meetings, you might be missing critical support.

In a world where technology and cyber threats evolve swiftly, you need a partner who prevents issues before they arise.

Our team offers a FREE 10-Minute Discovery Call to help you assess your technology setup—identifying what’s working, what needs improvement, and how to prevent problems.

Click here or call us at (949) 537-2909 to schedule your 10-Minute Discovery Call today!