Hacker in hoodie and mask hacking a laptop with out of office email message and locked envelope symbol behind.

Your Vacation Auto-Reply Might Be A Hacker’s Favorite E-mail

June 16, 2025

You set it. You forget it. And just like that, while you're packing for vacation, your inbox starts automatically sending:

"Hi there! I'm out of the office until [date]. For urgent matters, please contact [coworker's name and e-mail]."

Sounds harmless, right? Convenient, even.

But that's exactly what cybercriminals want to see.

Your auto-reply—the simple message meant to keep things organized and running smoothly—is actually a treasure trove of information for hackers looking for an easy way in.

Let's break it down. A typical out-of-office message might include:

- Your name and title

- Dates you're unavailable

- Alternate contacts (with their e-mail addresses)

- Internal team structures

- Even reasons why you're away ("I'm at a conference in Chicago…")

This gives cybercriminals two big advantages:

1. Timing: They know you're away and less likely to catch suspicious activity.

2. Targeting: They know who to impersonate and who to target with scams.

This sets the stage for a perfect phishing or business email compromise (BEC) attack.

How The Scam Usually Plays Out

Step 1: Your auto-reply message goes out.

Step 2: A hacker uses it to impersonate you or your listed alternate contact.

Step 3: They send an "urgent" email asking for a wire transfer, password, or sensitive document.

Step 4: Your coworker, surprised, assumes the request is legitimate.

Step 5: You return from vacation to find out someone sent $45,000 to "a vendor."

This happens more often than you'd think and is especially risky for businesses with frequent travelers.

If your company has employees who travel often—especially executives or sales teams—and someone else manages communications while they're away (like an assistant or office admin), it creates ideal conditions for cybercriminals:

- The admin handles emails from multiple people

- They're accustomed to processing payments, documents, or sensitive requests

- They work quickly, trusting the people they believe they're hearing from

One well-crafted fake email can slip through, leading to costly breaches or fraud incidents.

How To Protect Your Business From Auto-Reply Exploits

The answer isn't to stop using out-of-office replies but to use them wisely and add safeguards. Here are some tips:

1. Keep It Vague

Avoid detailed itineraries. Don't name who's covering for you unless absolutely necessary.

Example: "I'm currently out of the office and will respond when I return. For immediate assistance, please contact our main office at [main contact info]."

2. Train Your Team

Make sure everyone knows:

- Never act on urgent requests involving money or sensitive info based solely on email

- Always verify unusual requests through another channel, like a phone call

3. Implement Email Security Tools

Use advanced filters, anti-spoofing measures, and domain protection to reduce the chance of impersonation attacks reaching your inbox.

4. Use MFA Everywhere

Enable multifactor authentication on all email accounts. Even if a password is stolen, this prevents unauthorized access.

5. Work With An IT Partner Who Monitors Activity

A proactive IT and cybersecurity partner can spot login attempts, phishing, and unusual behavior before damage happens.

Want To Vacation Without Becoming A Hacker's Next Target?

We help businesses build cybersecurity systems that keep working—even when your team is out of office.

Click Here Or Give Us A Call At 804-796-2631 To Book A FREE 15-Minute Consult.
We'll check your systems for vulnerabilities and show you how to lock down the risks, so you can actually enjoy that vacation without worrying about your inbox betraying you.