Let’s start with a question: Have you ever inspected your IT team’s work? Not asked them how things are going. Not nodded while they mentioned “zero trust” and “EDR.”

Actually inspected their work.

Because you do it everywhere else. You review your financials. You watch your sales pipeline. You check your marketing metrics. You hold your leadership team accountable to numbers, KPIs, deadlines.

But when it comes to IT?

You just hope they’re doing the right things. If you’re not 100% confident your business is secure—and more importantly, that you can prove it—keep reading. Your gut’s right. Something is off. And it could cost you everything.

Imagine This:

You’ve got a state-of-the-art alarm system in your home.

Cameras. Sensors. Motion alerts. The works. You even pay someone to monitor it. One night, the system runs a routine update. During the upgrade, the system powers down for a few minutes.

And in that exact moment—someone walks through the front door.

No alarm. No alert. No footage. No record.

That’s exactly what’s happening in businesses today with one of the most trusted endpoint security tools on the market: SentinelOne.

How Attackers Are Quietly Bypassing Your Defenses

Here’s how it works: A threat actor with local admin rights launches a legitimate upgrade of SentinelOne using one of their signed installer files. SentinelOne shuts down—temporarily—so the upgrade can happen.

Then, before it restarts, the attacker kills the upgrade process.

Result? No SentinelOne. No alerts. No protection.

The system looks fine on the surface.

But under the hood, it’s wide open—and no one knows. No malware. No exotic code. Just a trick that’s been hiding in plain sight for years. And it works—because most environments aren’t configured to stop it.

What’s the Real Risk Here?

You’re not just exposed to the breach.

You’re exposed to everything that comes after the breach.

  • The lawsuits
  • The insurance claim denials
  • The loss of client trust
  • The reputational damage

And here’s the question every CEO and CFO should be asking: When a lawyer sends over a demand letter … what do we have to show in return?

If the answer is: “We’ll have our IT people pull some things together,” then you’re already in trouble.

You can’t respond to a lawsuit with a few emails and meeting minutes.

When things go sideways, the lawyers won’t ask what tools you had.

They’ll ask:

  • Did you communicate security policies to your staff?
  • Did you track that training happened every month?
  • Can you prove what data was at risk?
  • Do you have an Incident Response Plan that was executed properly?
  • Do you have a Written Information Security Plan tailored to your environment?
  • Can you export it—all of it—with one click?

Because if your “evidence” is scattered across email threads and half-updated SharePoint folders, you don’t have a defense. You have a delay.

And delay gets interpreted as negligence.

The Only Thing That Protects You Is Evidence

Not tools. Not intentions. Not IT people saying, “Trust us, we’re on it.”

You need real, documented, third-grader-clear evidence that shows:

  • What you did
  • Why you did it
  • How it aligns with an accepted standard of care
  • That your employees were trained
  • That your policies were in place
  • That your systems were mapped and monitored

And you need it ready to go before the breach.

Because when it hits, no one gives you time to prepare. And you can’t go back and create evidence of something that wasn’t there.

You’re Not Alone—But You Are Responsible

Even if you outsource IT. Even if you work with a security provider. Even if your MSP is fantastic.

The liability still lands on you.

That’s the legal reality of being a business owner, CEO, or CFO today.

If your team can’t prove security… you’re the one signing the settlement check.

This Is Why You Need a Cyber Liability Program

Not more tools. Not more jargon. A system to collect, standardize, and prove everything you’re already supposed to be doing.

We can help.

We’ll perform a Cyber Liability Assessment to show you:

  • Where you’re exposed
  • What documentation you’re missing
  • How to build a program that actually protects you—legally, financially, and operationally

Because you won’t stop every breach.

But with the right evidence, you can stop the lawsuit.

Schedule your Cyber Liability Assessment now