IT Compliance for Non-Technical Executives

Cybersecurity Checklists Are Boring. So We Made This One Kinda Fun.

Written by Brent Kenreich | Sep 15, 2025 4:14:51 PM

Let’s be honest.

When someone hands you a “cybersecurity checklist,” your brain probably starts buffering like a bad Wi-Fi signal.

We get it. They're usually dry, full of jargon, and make you feel like you need an IT certification just to understand Step 1.

 So we made a better one. A more fun one.

The kind that sounds more like a BuzzFeed quiz and less like a compliance audit.

You ready? Let’s do this.

The Actually-Fun Cybersecurity Checklist for Real People

1.  Have you backed up your stuff recently?

☐  Of course. I have off-site backups, cloud backups, and possibly a backup for my backup. 
☐  Uh… I think my files are on Google Drive? Or OneDrive? Or somewhere? 
☐  No, but I emailed myself that really important spreadsheet once.

💡 If your backup plan involves “hope,” we should talk.

2.  Does anyone in your office still write down passwords on sticky notes? 

☐  LOL no, we’re better than that.
☐  I mean… just for one or two logins… 
☐  My monitor is yellow, but only because of the 14 sticky notes taped to it.

💡 Reminder: Sticky notes are not security tools. They are, however, great for lunch orders.

3. Are your passwords basically the same across everything? (Be honest.)

☐   No way! I use a password manager.
☐  I have, like, three versions of the same password. That's fine... right?
☐  Yes. And it's "Fluffy123." Please don't hack me.

💡 Reused passwords = hacker buffet. Let's fix that.

4.  Do you use multi-factor authentication (MFA)?

☐  Yep. Every time. Bring on the codes.
☐  Sometimes. Depends on the mood.
☐  No. One password is already too much effort.

💡 MFA is that little annoying thing that saves your business from big disasters. Learn more about MFA.

5.  Does your team know how to spot a phishing email?

☐  Yes— We even tested them. They crushed it. 
☐  I think so? They watched a training video once.
☐  I'm pretty sure Carl clicked on a "free gas card" last week.

💡 One click can wreck everything. (Sorry, Carl.)

6.  When was the last time you updated your software?

☐  Yesterday. We're on top of it.
☐   A few weeks ago? Months?
☐  I'm still running Windows 7 and no one can stop me.

💡 Updates = security patches. Don't skip them.

7.  Who handles your IT and cybersecurity?

☐  A managed service provider (hi!👋)
☐  Steve, who knows a lot about computers.
☐  Um... nobody. Why?

💡 We love Steve, but he deserves a break. Let's help him out.

 

✅ Tally Your Score

No need to add up points or unlock your inner spreadsheet wizard.

Here’s how to interpret your results:

  • Mostly checkmarks up top? You're crushing it. Keep going.
  • Mostly “uhh…” answers? It’s okay. That’s why we’re here.
  • Mostly panic? Breathe. Then click here and let’s fix it together. 

🤝Cybersecurity Doesn’t Have to Be Intimidating.

We’re not here to scare you or shame you. 

We’re here to help you run your business with confidence—knowing your data is protected, your systems are secure, and Carl isn’t accidentally inviting ransomware to the party.

 

Ready to Ditch the Guesswork?

Let Cloud Cover turn your tech chaos into a calm, secure system that just works.

(We promise we'll make it just as fun as this checklist.)
 

 

Maintaining Vigilance and Best Practices

As AI continues to shape the landscape of cybersecurity threats, Ohio businesses must stay vigilant and proactive in defending against these evolving risks. By understanding the nature of AI-powered cyberattacks and implementing comprehensive security measures, businesses can better protect themselves and ensure long-term success.

Remaining vigilant and proactive is key. As cyber threats continue to evolve, so must your security measures. By staying informed and adapting, you can protect your data and systems more effectively. Remember, cybersecurity is an ongoing process, and staying informed about the latest threats and trends is crucial. By being proactive and vigilant, you can stay one step ahead of cybercriminals and safeguard your organization's future.

If you think you have been the victim of a cybersecurity attack and need help, contact us for assistance.