The Art of the Out-of-Office: Dos and Don'ts for Holiday Messages

Every message you send will be read and people will judge you on it
A senior sales executive reflects on the lasting impact of out-of-office messages in professional relationships.
Mark

Why does an out-of-office message matter so much? It's just an automatic reply.

Mimi

Because it's often the only communication someone receives from you during your absence. It shapes their expectations and their next move. If it's unclear, they'll email again. If it's off-putting, they'll remember it.

Mark

The story mentions someone losing a deal over a joke. How does that even happen?

Mimi

A client reads something they perceive as dismissive or unprofessional. They're already frustrated they can't reach the person. The joke lands as contempt, not charm. They decide to work with someone else instead.

Mark

So humor is just off-limits?

Mimi

Not entirely. It depends on your relationship with the person reading it and your workplace culture. But the risk is asymmetrical—a joke that bombs damages your reputation; a plain message just sits there neutral.

Mark

What's the actual harm in saying you'll have "limited access" to email?

Mimi

It's ambiguous. Does limited mean you'll check twice a day or once a week? People interpret it differently, so they keep trying to reach you, thinking you might respond. You end up working on vacation anyway.

Mark

Is there a legal angle here?

Mimi

Yes. In the UK, you have a statutory right to uninterrupted annual leave. Your out-of-office message can actually protect that right by being clear: "I won't be checking emails." It sets a boundary.

Mark

What about the backup contact—how important is that really?

Mimi

Critical. It's the difference between someone waiting for you to return and someone getting their problem solved while you're away. It also protects your break because people aren't sitting around wondering if their email got through.

  • A single ill-judged joke in an automatic reply cost one professional a real business deal — proof that even messages you never personally send can carry serious consequences.
  • Vague phrasing like 'limited access to email' or 'back soon' creates a vacuum of uncertainty, triggering waves of follow-up messages that defeat the purpose of taking a break.
  • Oversharing about holidays, second homes, or family time risks alienating the very colleagues and clients who are still hard at work and trying to reach you.
  • Etiquette consultancy Debretts and LinkedIn career experts are converging on the same formula: a specific return date, a named backup contact, and a tone that is warm without being smug.
  • Workers are being reminded that in the UK, the legal right to uninterrupted leave is theirs to claim — but only if their out-of-office message is clear enough to enforce it.

Even the smallest professional gestures carry the weight of reputation, and the out-of-office message — that brief, automated farewell — is no exception. Etiquette experts and career professionals are reminding workers that this overlooked ritual, when handled carelessly, can cost deals, confuse colleagues, and undermine the very rest it is meant to protect. In an age of constant digital contact, the art of saying 'I am away' has become a quiet test of judgment, clarity, and self-awareness.

There is a moment before every holiday when the bags are packed and one small task remains: the out-of-office message. It seems trivial. It is not. Etiquette experts warn that this brief, automatic reply carries genuine professional weight — enough, in at least one documented case, to cost a colleague an actual business deal when a joke misfired and a client walked away.

The guidance from Debretts, a respected etiquette consultancy, is straightforward: be polite, be specific, give an exact return date, and name someone who can help in your absence. Starting with 'Thank you for your email' rather than a blunt declaration of absence sets a warmer tone. Saying 'I return on August 25th' rather than 'back soon' removes ambiguity entirely.

What to avoid is equally well-defined. Rupert Wesson of Debretts cautions against oversharing — mentioning exotic destinations, expensive hobbies, or heartfelt declarations about quality family time. To someone emailing you from their desk, such details can read as bragging. Humor carries its own risks: sarcastic lines that might land well in person can alienate clients who encounter them cold, without context or relationship.

On the practical side, Charlotte Davies of LinkedIn stresses that a good message does two things — it states your dates and directs people to someone who can actually act. Brief that person before you leave. And if you want a genuine break, say clearly that you will not be checking emails, rather than the ambiguous 'limited access' that quietly invites people to keep trying.

The small details close the loop: avoid promising a same-day reply on your return, check that contact information is accurate, ensure the message reaches both internal and external senders, and — crucially — turn it off when you are back. A stale out-of-office message is its own kind of signal, and not a flattering one.

You're about to leave for vacation. The bags are packed, the flights are booked, and there's one last thing sitting between you and freedom: the out-of-office message. It seems simple enough—a few lines to let people know you're gone. But etiquette experts say this small piece of writing carries more weight than most of us realize, and getting it wrong can damage professional relationships, lose business, or simply create unnecessary chaos in your inbox when you return.

The stakes feel small until they aren't. A sales executive named Adam Murfet, 41, watched a former colleague lose an actual deal because of a joke embedded in an out-of-office reply that angered a client. The humor landed badly. The client didn't find it charming. The deal evaporated. It's a reminder that every message you send, even an automatic one, will be read and judged.

So what makes a good out-of-office message? Debretts, an etiquette consultancy, offers a clear framework: be polite, be concise, give a specific return date, and provide an alternative contact if someone needs help while you're away. The politeness matters more than you'd think—starting with "Thank you for your email" rather than launching straight into "I'm on annual leave" sets a different tone. The specificity matters too. Don't just say you'll be back "soon." Say August 25th. Say the exact date.

What you should avoid is equally clear. Don't overshare about where you're going or what you're doing. Don't mention second homes or expensive hobbies. Don't engage in what Rupert Wesson, director at Debretts, calls "virtue signalling"—telling people you're taking time off to spend quality time with family. "Some people will be delighted," Wesson notes, "but given that they are the ones emailing you and are hard at work, you could risk rubbing their noses in it." The message can feel smug, like you're bragging about your freedom while they're stuck at their desks.

But there's a danger on the other end too. A message that simply says "I'm out of office" with no return date and no backup contact creates uncertainty. People don't know when to expect a reply. They don't know who else can help. That uncertainty breeds the "just-in-case" follow-up emails—the ones that pile up because senders aren't sure if their first message will reach anyone. Charlotte Davies, a career expert at LinkedIn, says a good out-of-office message does two things: it shares your dates and it points people to someone who can actually help. Before you leave, brief that person about anything important. It protects your break and it helps whoever's trying to reach you.

The question of humor is trickier. An informal team culture might support a light touch—a bit of personality can make you stand out in an era when so much communication is increasingly automated. But Paul Fitzsimmons, head of sales and marketing at law firm Wilford Smith, warns that sarcasm and glib jokes carry real risk. "I'm currently out of the office pretending this company doesn't exist," or "If it's urgent, call someone who cares," or "Emails received while I'm away will be deleted unread"—these might get laughs in person, but over email they can backfire. Murfet's rule of thumb is simple: would you write the same thing in a regular email? If not, don't put it in your out-of-office.

There's also the question of availability. Many people write that they'll have "limited access to email" while away, but this phrasing invites people to keep trying to reach you, as if you're still working. If you genuinely need to check messages, Wesson suggests saying you'll be "periodically checking emails"—it manages expectations more honestly. But if you want a real break, say so clearly: "I won't be checking emails during this time." Davies reminds readers that in the UK, you have a legal right to uninterrupted annual leave unless your contract specifies otherwise. Use it.

The final details matter too. Don't promise instant replies when you return—a backlog is normal, so "within a few days" is a better commitment. Make sure all contact details are correct. If you use Outlook, tick both internal and external contacts; it's easy to miss one. And when you come back, turn off your out-of-office message. A stale one sitting in your inbox signals disorganization. The message that was useful on day one becomes a liability by day five.

Some people will be delighted you are spending quality time with your family, but given that they are the ones emailing you and are hard at work, you could risk rubbing their noses in it
— Rupert Wesson, director at Debretts etiquette consultancy
Always ask, would you put the same thing in an email? Anything you send will be read and people will judge you on it
— Adam Murfet, senior sales executive
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