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You cannot be sure how quickly your colleagues will respond to messages when you are absent, so avoid promising any instant assistance. Moreover, ensure you take permission from your co-workers before giving their details in the message. They might be too busy to substitute.

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Thank you for your e-mail! I’m out of the office and will have limited access to my e-mail. I will respond to you upon my return.
Goofy dad joke that doesn’t require changing with the calendar. “What do you call a cephalopod carved out of ice? COOLAMARI.” You’re set for at least three vacations on that one. .

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The tone of your out-of-office auto-reply may vary depending on the intended recipient of your email.
There ought to be a word - and perhaps there is, in German - for the mix of feelings that accompanies composing and activating a holiday out-of-office message. There's smugness, of course, and a gratifying sense of laying down one's virtual tools after a horribly long shift. But for many of us, these nice feelings are tempered by the knowledge that in two weeks, refreshed but depressed, we will have to trawl through hundreds of emails, many of which will be conference room notifications for meetings about crises that have passed.

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Let me clarify that the names of holidays are capitalized — Christmas, Easter, Independence Day and the like. The word “holiday” itself, however, is usually not. The third Thursday of November can be called Thanksgiving or the Thanksgiving holiday, but it is not the Thanksgiving Holiday. How do I put an out of office message? Select File > Automatic Replies. In the Automatic Replies box, select Send automatic replies. On the Inside My Organization tab, type the response that you want to send to teammates or colleagues while you are out of the office. Select OK to save your settings. Does Gmail have an auto reply option? Turn on Canned Responses by opening Gmail's Settings (the gear icon) and enabling the Canned Responses option in the Advanced tab. Create the template you wish to use for auto-replying to messages. Select the Show Search Options triangle in the search field at the top of Gmail.
This person works remotely and wants to continue to do so, but I think I am going to have to have a conversation about them using the technologies at our disposal that make this possible. Including out of office and second take-home monitor.

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The recipient may have filtering turned on that would reject the automatic reply;

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Thank you for your e-mail. I will be on leave on 26th Jan with no access to email. I will revert to you on my return on 27th Jan.

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    I once worked with a guy whose out of office reply stated that he was out at an interview, and whether or not he returned depended on how the interview went. He returned, so I guess it didn’t go THAT well.
    Here’s a peek at some great vacation samples of auto-reply messages, which are quick and to the point.

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    File –> Automatic Replies –> Type your message in both sections – Inside my organization and Outside your organization.

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    Hello and thank you for calling, [Company Name], where [state your short company slogan]. If you know the extension of the party you are trying to reach, you may dial it at any time. To speak with a Sales representative, press 1. To reach a Customer Support agent, press 2. To reach our Billing department, press 3. If you would like to know our regular business hours and location, press 4. If you would like to speak with an Operator, press 0, or press 9 to repeat the available options. 2. Basic Customer Inquiry

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    In case of emergency, you can contact me on my cell phone, where I will answer as soon as possible.

    I do enjoy the transcribing of voicemails, so a lot of times I read that (and try to translate the weird interpretation from Siri). I rarely need to actually listen to the voicemail.
    Here are five ways to help prepare your business and your clients for your vacation or time off. Schedule your absence ahead of time. Set the expectations with clients. Send a “last call” email the week before you leave. Don't take on new clients or tasks right before you leave. Stand your ground when you are gone.

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    Sometimes teams need the extra nudge to disconnect...here are our tips for getting your team to unplug from email over the holidays.

    It’s very likely that you’ll set up an auto-reply message while you’re at a conference or any other business event. What’s more, some of your prospects will be there as well, so you should use an opportunity like that to meet them in person and strengthen that relationship.
    Whether your schedule has changed because you’re temporarily down to part-time or because you’re trying to fit work in around taking care of your children, you can use your OOO message to communicate and set expectations. You might write:

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If you’re going away on vacation, it’s very useful to set an automatic “out of office” reply for your emails. These automatic replies let people who email you know that you are not available to reply to their messages. Here’s how to set up an automatic out of office reply in the Microsoft Outlook desktop app and the web version.

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Unfortunately, literally every single thing in the world is an emergency in my office :(

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And although my colleague had mixed feelings about her own parents joining that population in Florida, she couldn’t be too upset when her dad suggested flying down from Boston for a Red Sox spring training game.

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