Cybersecurity Awareness Month is almost here, but here’s the bigger reality: hackers aren’t waiting for October, and neither should you. The real question is: if your employees made a mistake tomorrow, would your business be ready or left exposed? Even the best staff can unknowingly open the door to attackers through hidden cybersecurity weaknesses. The good news? These gaps are easy to spot—and easier to fix if you act now.

What Employee Cybersecurity Risks Should You Watch For in 2025?

When it comes to cybersecurity, people are usually the first line of defense and sometimes, the first crack in the wall. Here are some of the most common employee-driven risks you need to watch for:

  • Reusing passwords across business tools – One hacked account can quickly snowball into many.
  • Clicking on phishing emails: Phishing attempts nowadays are so convincing that even knowledgeable employees fall for them.
  • Delaying updates on personal devices used for work – Outdated apps and operating systems are an open door for hackers.
  • Sharing logins via text or sticky notes – Convenience often trumps caution, but shared passwords are a major red flag.
  • Connecting to public Wi-Fi without a VPN: The Wi-Fi at the coffee shop may look safe, but it could be a trap.

And don’t assume your company is the exception—these patterns show up across every industry, from accounting to healthcare to manufacturing. These might seem like small issues individually, but they add up to serious vulnerabilities if left unchecked.

How Can You Identify Cybersecurity Weaknesses in Your Team?  

There are indeed a lot of potential risks due to human factors. But the good news is that you don’t have to be a tech expert to spot potential cybersecurity weaknesses in your team. With a little proactive effort, you can catch problems before they lead to a disaster.

Start by auditing login activity. Look for unusual behaviors like logins from odd locations or at strange hours. It's a sign someone might be sloppy or worse, compromised.  

Next, run a dark web scan to see if any team email addresses or passwords have already been exposed. We offer a complimentary scan if you want a quick, no-pressure starting point! You’d be surprised how many businesses in San Francisco discover their credentials already exposed without knowing it.

Also, ask your employees about their training. If it’s been more than six months since their last security refresher or phishing simulation, it’s time to schedule one.

Finally, check if everyone is using multifactor authentication (MFA). More importantly, make sure they actually understand what it is and why it matters. MFA isn't just a box to check. Rather, it's a major barrier against account takeovers. Insurers now treat MFA as non-negotiable—if your staff skips it, your claim could be denied.

What Steps Can You Take Right Now to Reduce Employee Cybersecurity Risks?

Are you ready to shore up your defenses without feeling overwhelmed? Here's a quick checklist you can tackle right away:

  • Run a Dark Web Scan – Find out if your business credentials are already floating around where hackers shop.
  • Schedule a Training Refresher – Even a 30-minute session can make a huge difference in awareness and caution.
  • Send a Simulated Phishing Test – Find out who’s paying attention and provide coaching to anyone who falls for the bait.
  • Create a Simple “Cyber Rules for Q4” Email – Set expectations clearly: no password sharing, no skipping updates, and no risky Wi-Fi.
  • Use MSP Tools to Track Access and Patching – If you're working with a Managed Service Provider (MSP), lean on them to monitor for outdated software, missing patches, and suspicious activity.

Each small move makes your defenses stronger and turns your team into your biggest asset instead of your biggest risk.

Before October hits, make sure your team isn’t your biggest cyber risk. Start with our complimentary Cyber Insurance Toolkit—an insider resource packed with a Policy Comparison Guide, broker questions, and a Cyber Risk Checklist. It’s simple, practical, and designed for business professionals who don’t have time for guesswork.

The truth is, most businesses don’t know their weakest link until it’s too late. Are you ready to find yours? Claim your complimentary Cybersecurity Readiness Assessment today, and we’ll uncover the training gaps, risky habits, and overlooked vulnerabilities that could cost you tomorrow.  

Have questions? We’re here to help—no pressure, just clear answers you can use.

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