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Huh. This is a rare column from you that I disagree with almost entirely. I guess to start with what I think you get right, there's no need to apologize for being out of office, and no one should feel obligated to deal with anything other than a legitimate emergency (which are, in most fields, truly rare) while on vacation or while taking time off.

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My biggest pet peeve is the opposite – people who NEVER turn on their OOO! I’m not saying for a day but when they’re out for an extended period of time and I’m reaching out to get a deliverable.
“No matter what your best intentions, you're going to get bogged down the minute you return to the office,” Sullivan says. “Don't set exact timeframes for responding to messages in your OOO. Instead, set general expectations for‘I'll respond as quickly as possible upon my return,’ giving you some leeway.” .

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It's a tip that Kate Leaver, Australian author of the newly published book The Friendship Cure: A Manifesto for Reconnecting in the Modern World, has long championed. “I usually just describe the most delicious thing I'll be eating while I'm away. I've been told it makes people very jealous, in a happy-for-me sort of way,” she says. A typical auto-response from her reads: “OOO: Busy eating my body weight in gelato. Gleefully, wifi isn’t great on windswept Italian beaches so I will likely not see your email for days.”
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Amanda works at HubSpot, and she came with a unique auto respondent that asked her contacts to guess where she is. To give background, she flew down to Boston to attend a Red Sox training game in the spring with her father. She chose to ask her contacts whether where they think she might be, and also this played some wonderful use of litotes here:
I don’t think it’s condescending, but I do find it annoying. I have a coworker who sometimes writes emails in this tone of voice, and it’s honestly way too much.

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Chances are you’ll be checking email while you’re on vacation. Almost two-thirds of travelers do, according to a poll by travel agency Travel Leaders Group. But just because you can’t unplug doesn’t mean your coworkers and clients need to know. In fact, you’d probably prefer that they leave you alone so you can enjoy your getaway on your own terms.

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    But I also believe there’s meaningful power in the mundane cultural norms we set and practice. Email, for better or worse, makes up a large chunk of how knowledge workers communicate. So much of this communication is muddled by broken email habits and larger anxieties around performing productivity. We’re constantly nervous about asking too much of others or doing too little on behalf of our coworkers. But we’re also stuck in work patterns that force us to communicate constantly and normalize working and demanding things from colleagues at all hours.

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    There was a lot of pushback on this, discussion about how big a risk was that really anyway, people saying that John could word his out of office in such a way that people didn’t have to know he was actually away, and if something really was an emergency people would like to know that they have the opportunity to “direct queries to Sam or Dean” so they could be actioned, or make the judgement call that something could wait for John to return.

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    Thanks for calling [Company Name].For more information about our products, press 1. If you have troubleshooting questions, press 2. For billing questions, press 3. For a Dial by Name directory, press 4. For our regular business hours, press 5. If you know your party’s extension, please dial it now. For all other inquiries, please stay on the line, and a representative will be happy to assist you. 5. Offering the Operator First

    I once had a coworker who attempted to put up an OOO for all of busy season that basically said “I’m busy with urgent deadlines, so please expect a delay in my response.” I think she was asked to take it down.
    Would you please check the steps explained in this video: https://www.youtube.com/watch?v=h0jJwjpE87o.

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    I think humor is fine (the hard-to-misunderstand kind), but definitely less than 100 words of it. “I’m out of the office returning Thursday June 10th. Please contact (shared mailbox email address) for support or call (person name) if the matter is urgent.”

    If you have the opportunity to come, let me know — I’d love the chance to connect with you.
    It’s really on you to stay up to stuff, manage requests coming in, manage your time and workload. You shouldn’t expect all your coworkers, customers, people you work with to cater to your personal schedule.

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    “Through this mail, I send holiday greetings for the Symantec office and the employees of the office for a superb holiday season. I wish you all have much fun filled moments and adventures during the holiday period. Have a happy holiday.”

    Your email has been received and I’ll get back to you as soon as I get back to my home office. Now, how do I turn off this Alexa thing? 18. “The doorbell just rang. It’s the UPS driver. He’s loading me onto the truck.”
    40 Holiday Messages for Employees, Colleagues & the Boss Home » Holidays » Holiday MessagesUpdated: May 16, 2021

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Pet peeve: a fe people I know use the OOO reply to say something like ‘Have a great day!’ It is on all the time, and for no helpful reason.

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For many roles, of course, the sort of OoO described wouldn’t work. But there are a lot of roles where people would survive just fine letting their requests sit for an extra week before forwarding again. And especially at smaller companies where there they might be pressed for coverage when people are out, I think it’s great to normalise that a job is basically ‘off-line’ for a week or two so that the employee can rest and recharge.

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Completely agree. I have also recently have seen multiple out of office messages that say something along the lines of, “Please be aware that I may be slow to respond to emails today.” If it’s that time-sensitive, why is it an email? Asynchronous communication tools shouldn’t be smashed into the roles of real-time ones, and vice versa.

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