Two men discussing IT questions with icons of security, money, server, and alerts around them in a business setting

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

June 09, 2025

If your only interaction with your IT provider is during contract renewal, it's time to rethink your approach.

Technology is never a "set it and forget it" element in your business. It evolves continuously, along with the cyber threats targeting you. That's why regular quarterly IT reviews are essential to keep your company secure, efficient, and ahead of the competition.

However, many business owners aren’t sure what to ask their IT team.

To help you out, here’s a straightforward guide: these are the key questions your IT provider should answer every quarter—no jargon, no empty promises, just clear insights that ensure your operations run flawlessly.

1. Are There Any Immediate Security Vulnerabilities We Need To Fix?

This goes beyond routine checks. You need to understand:

● Is our antivirus software fully updated?
● Are there any systems missing critical patches?
● Have we experienced any recent security warnings or near breaches?

Being cautious isn’t paranoia—it’s smart preparation.

2. How Reliable Are Our Backups? Have They Been Tested Recently?

Think of backups like seat belts—you don’t notice their value until you need them. Ask:

● When did we last perform a full data restore test?
● Is our backup strategy optimized? Are we using off-site, cloud, or hybrid solutions?
● Are all critical files and systems included in backups?
● Are backups stored securely and encrypted?

Many businesses mistakenly believe they’re backed up—until disaster strikes.

3. Are Our Employees Adhering To Security Best Practices?

Just one careless click can compromise your entire network. Check:

● Any suspicious login attempts or risky activities?
● Is it time for another phishing awareness training?
● Is multifactor authentication enabled across all user accounts?

Bonus points if your IT provider proactively raises these issues—that shows they’re vigilant.

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

Slow systems mean slow teams and lost revenue. Ask:

● Are recurring performance problems affecting us?
● Is our hardware or software becoming outdated?
● What optimizations can we make to boost speed and efficiency?

Even minor improvements can significantly enhance productivity.

5. Are We Fully Compliant With Industry Regulations?

Rules around data storage and protection evolve constantly. Confirm:

● Are we meeting all current compliance standards for our sector?
● Have there been any recent changes to legal requirements?
● Do we need to update policies, software, or staff training?

Noncompliance fines can be costly—staying ahead is crucial.

6. What IT Expenses Should We Plan For Next Quarter?

Effective IT management is proactive. Ask:

● Are any software licenses up for renewal?
● Is any hardware approaching end-of-life?
● Are there upcoming projects that require budgeting?

Planning ahead helps you avoid surprise costs and manage your budget wisely.

7. Which IT Or Cybersecurity Trends Are We Missing That Could Impact Us?

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

● Are there new tools or best practices we haven’t adopted?
● Are we falling behind in security measures or performance standards?
● What are similar businesses doing that we should consider?
● Are there emerging threats we need to watch out for?

Failing to keep up not only slows your business but also increases risk. A trusted IT partner keeps you ahead, not catching up.

If these conversations aren’t happening, consider it a warning sign.

If your IT provider can’t give clear answers or doesn’t suggest regular meetings, you may not be getting the support your business requires.

Technology moves fast, and cyber threats move faster.

You need a partner who proactively prevents issues—not just reacts when things break.

We offer a FREE 15-Minute Discovery Call to help business owners like you gain a transparent overview of your technology environment—highlighting what’s working, what needs improvement, and how to proactively fix issues before they escalate.

Click here or call us at 1-310-798-0405 to schedule your 15-Minute Discovery Call today!

Get In Touch With Us Today

Vitalpoints