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

Waiting until your IT contract renewal to communicate with your IT provider? That approach could be putting your business at risk.

Technology is never static; it continuously evolves, and so do the cyber threats targeting your business. Regular quarterly IT reviews are essential to ensure your company remains secure, efficient, and ahead of the competition.

However, many business owners struggle to know the right questions to ask.

To help, here’s a practical guide of key questions your IT provider should confidently answer every quarter—clear, jargon-free insights that keep your operations seamless.

1. Are There Any Immediate Security Risks We Need To Address?

This goes beyond routine checks. You need to understand:

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

Being vigilant is smart preparation, not paranoia.

2. What Is The Current Status Of Our Data Backups? Have They Been Tested Recently?

Think of backups like your safety net—you don’t notice them until you desperately need them. Ask:

● When was the last successful full data restore test?
● Are we using the most reliable backup methods—off-site, cloud, or hybrid?
● Are all critical files and systems included in our backup plan?
● Is all backed-up data securely stored and protected?

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

3. Are Our Employees Consistently Following Security Best Practices?

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

● Have there been any suspicious login attempts or risky user behaviors?
● Is it time for another round of phishing awareness training?
● Are all employees using multifactor authentication to enhance security?

Bonus: If your IT provider proactively raises these topics, it shows they’re truly monitoring your environment.

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

Slow technology equals lost time and money. Inquire:

● Are there recurring issues affecting system speed or reliability?
● Is our current hardware or software struggling to keep up with our demands?
● What improvements or optimizations can boost our network’s efficiency?

Even minor adjustments can significantly enhance productivity.

5. Are We Fully Compliant With Industry Regulations?

Compliance standards evolve frequently. Clarify:

● Are we meeting all current regulatory requirements for our sector?
● Have there been any recent changes in compliance rules?
● Do we need to update policies, software, or employee training to stay compliant?

Noncompliance penalties can be costly—staying proactive saves money and reputation.

6. What Should We Anticipate Budgeting For Next Quarter?

Effective IT management is proactive. Ask:

● Are any software licenses approaching expiration?
● Is any hardware nearing the end of its useful life?
● Are there upcoming projects or upgrades we should plan for?

Planning ahead helps you avoid unexpected costs and ensures smooth operations.

7. Are There Any IT or Cybersecurity Trends We’re Missing That Could Affect Our Security or Efficiency?

Technology and cyber threats evolve rapidly. Discuss:

● Are there new tools or best practices we should adopt?
● Are we behind in security protocols or performance standards?
● What are similar businesses implementing that we aren’t?
● Are any emerging threats we need to be more vigilant about?

Falling behind on innovations doesn’t just slow you down—it exposes you to risk. A top-tier 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 isn’t scheduling regular quarterly meetings, you may be missing vital support.

Technology advances quickly, and cyber threats advance even faster.

You need a partner who proactively prevents problems, not just reacts after they happen.

We offer a FREE 15-Minute Discovery Call designed to give business owners like you a transparent assessment of your technology setup—highlighting what’s working, what needs improvement, and how to fix issues before they escalate.

Click here or call us at 919-741-5468 to schedule your 15-Minute Discovery Call today!