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Don’t share private items

As a company policy, we need to delegate our Inbox to several colleagues as well so that in case of a holiday, illness or other kind of absence, they can still check if important mails are coming in.

I sometimes also receive messages at work from family and friends (which is allowed as long as long as we don't spent hours on our reply).

How can I configure Outlook that my colleagues do not have access to these items?

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Send mail from an additional Exchange address or alias

I've got a single Exchange mailbox which holds multiple email addresses. I can receive mail sent to any of these addresses just fine, but I cannot find a way to choose which address to send out with.

I've tried setting the From field with another address but that got automatically replaced with my default address or a bounce message saying that I don't have permission to do so.

How can I send out a message with one of my mailbox aliases?

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Drag & drop to add attachment no longer works

I frequently use the drag & drop method to add an attachment to an email directly from Explorer rather than using the Attach File button.

However, as of recently, this method no longer works for me. When I try, the cursor turns into some sort of a forbidden/blocked/unavailable sign.

Is there any way I can reinstate the “drag & drop to attach” feature again?

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Reset or keep formatting when pasting to email

Whenever I copy something from another email or application such as an Internet page and paste that in my message, the formatting never really blends in with what I have already.

Similarly, when I have some carefully formatted text from Word and paste that into a new message, a lot of formatting is lost or messed up.

How can I control the formatting of my pasted text?

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No mail alert on Hotmail account

I've got a Hotmail account configured in Outlook but I don't get an alert when I receive a new mail message.

How can I get this to work?

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Printing Calendar and Tasks as a delegate

I've got delegate permissions to the Calendar and Tasks list of my manager. However, when I try to print the Calendar of my manager, it prints with my task list and not the one of my manager.

How can I print the combination of calendar and tasks of my manager only?

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Create a Contact Group for contacts belonging to the same Category

I want to send an email to all the contacts belonging to a certain Category but unfortunately, I can’t seem to sort or filter my Address Book by Category when addressing an email.

To overcome this limitation, I thought about creating a Contact Group for this Category but then I run into the same limitation when adding members to this group.

Is there an easy way to create a Contact Group for a certain Category aside from adding all the contacts of that Category one-by-one?

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Editing the Registry

Quite a few of your tips discuss options in Outlook that can only be configured in the Registry.

I see things then like Key, Value name, Value type and Value.

How does it work exactly and what should I do with those values?

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Enable Automatic Replies for another user or additional mailbox

I've been granted permissions on some of the mailbox folders of my colleague. As he has become ill, I've been asked to enable his Automatic Replies (Out of Office) feature for his mailbox. However, when I select his Inbox folder and enable it, it only works for my own mailbox.

How can I enable the Out of Office function for this additional mailbox as well?

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Delete or mark an email automatically at a set date

I know how to flag messages for follow up, but I was wondering if I could also flag messages to become "irrelevant" after a certain amount of days.

For instance; I'm reading a message now which holds relevant information for this week. After this week, I can get rid of the message. I know that if I somehow do not mark this message, it will stay in my mailbox a whole lot longer and I'll need to reread the message in order to decide whether to keep it or not.

How can I mark a message, similar to flagging a message, as "irrelevant" after a certain date? Is it also possible to automatically delete it after this date?

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