What If Your Bookkeeper Just Became the Most Dangerous Person in Your Company?

If a hacker got access to your bookkeeper’s account today, would you know what to do?

(And no, “call your IT guy and panic-sweat into the phone” isn’t a plan.)

Because here’s a chilling thought:

If someone compromised that account right now, they wouldn’t just see your sensitive financials—they’d become your bookkeeper. They’d download every piece of data you’ve ever trusted to QuickBooks, your payroll system, your invoices, your vendor routing numbers.

Then they’d start sending emails. Not “Nigerian Prince” garbage—actual, well-crafted requests to your bank, your clients, your vendors. From your bookkeeper’s address. With your company signature.

So before you get lulled back into your spreadsheet by the warm glow of Q3 projections, let me give you the first move that could keep your business off the evening news:

Get a Cyber Liability Assessment right now

This is the fast lane to a third-party forensic look at your risk, your controls, and your biggest blind spots. You’ll get a brutally honest report—designed to find the holes before a hacker does.

Why a third party?

Because your internal team is too close. They’re overworked, juggling priorities, and yes—statistically—they’re probably the reason your systems are misconfigured in the first place. (Not their fault. Most businesses run without a full-time security expert on staff to catch the invisible stuff—like guest account vulnerabilities lurking in your M365.)

Speaking of which, let me share a nightmare scenario that’s quietly destroying companies right now.

How a Guest Account Could End Your Business (and Why You’d Never See It Coming)

You probably think you’re safe. Your collaboration tools run like clockwork, your team shares files, invites trusted partners in as guests. Business moves forward.

Except…

Your guest just became your Achillies heel.

Researchers have uncovered how guest accounts in Microsoft Entra ID (formerly Azure AD) can be exploited to quietly gain Owner-level privileges—without your approval. That means a “trusted collaborator” could become an admin. Flip your security off like a light switch. Hide their tracks. Set up permanent backdoors. Learn more about this here.

Congratulations—you just handed over your keys.

And here’s the kicker: it’s all done under the radar, no alarms, no frantic phone calls until it’s far too late.

When you invited them in, your liability exploded.

When you failed to secure it, your board (and eventually, your lawyer) inherited a nightmare.

So ask yourself: Do you actually know who has admin access inside your tenant? Or will you find out in your first post-breach investigation?

But That’s Not the Biggest Question…

Because no matter how well you lock the doors, someone is going to get through. That’s just the odds today.

So the real test isn’t “Can we keep them out?”

It’s: What happens when they get in?

Do you know—today—exactly who will respond?

What they’ll say to your customers, your regulators, your attorneys?

Do you have a holding statement that’s better than:

“We don’t know what is going on over here.”

If your stomach just dropped, you’re not alone. Most businesses have no plan. They wing it. Then they pay for it—often literally millions, after the lawsuits and brand damage kick in.

But you don’t have to wait to be tomorrow’s cautionary LinkedIn post.

Get started with Cyber Liability Essentials.

We’ll build your incident response playbook, craft your holding statements, and put real liability protection in place—so when something does go wrong (and it will), you’re prepared, calm, and legally covered.

Bottom line:

This isn’t about hackers.

It’s about survival.

It’s about whether your company can take a punch—or if it folds the first time someone cracks your perimeter.

So pick your first move:

Your future self will thank you.