Whenever I send an attachment through Outlook, the recipient receives the email without the attachment although they sometimes say that it got renamed to winmail.dat.

It happens to all attachments regardless of who I send it to and the format of the file (e.g. PDF, Word, jpg, etc). If I send the same attachment through web mail or from another computer, the attachment remains intact and is received in the email.

I've tried turning off my anti-virus program but that's not made any difference, so I'm assuming the issue must be within Outlook itself.

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I'm organizing an open event and want to send a lot of people a notification of this event.

I'd like to send it out as an appointment so they can easily add it to their Calendar but I really don't need to receive an Accept/Decline notification back with whether or not they will come.

How can I achieve this?

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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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I'm having a problem with Outlook sending multiple copies of some emails - usually those with attachments.

It doesn't happen with every email with attachments, just occasionally. It will send it 20-30 times but keeps the email in my Outbox saying that it hasn't been sent (although sometimes it says it's been sent but stays in the Outbox).

How can I solve this and make sure Outlook only sends out one copy again?

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Once or twice a month, I go through the Junk E-Mail folder and scan through it, looking for valid e-mails before emptying it out. If I find something that isn't Junk, I click on “Not Junk” and then it moves it to the Inbox.

In this case, I had multiple senders of which multiple valid e-mails ended up in my Junk E-mail folder and I had to manually look for and move each e-mail to the Inbox.

Is there any way to use the “Not Junk” button and then have that automatically apply to all other e-mails from the same sender within the Junk E-mail folder as well?

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I’ve configured multiple email accounts in Outlook and several of them have a Calendar of their own. I’ve also created a few additional Calendars of my own to separate between the type of appointments I have (work, private, sport club, my kid’s school schedule, etc…).

Within the Calendar Navigation, I can easily get an overview of all my appointments by using the Calendar Overlay feature.

However, the To-Do Bar only lists the appointments of the Calendar from one of my accounts.

Is there any way that I can add additional Calendars to the To-Do Bar or switch between them somehow?

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I am trying to export emails to an Access database. All works fine, but I would like to export the email’s Received and Sent Date/Time into the database as well. This field does not show up in the export wizard.

I then tried it on another computer with a newer version of Outlook and Access but there the Export to Access option doesn’t show up at all.

How can I achieve this?

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On occasion, I use the web mail offered by my ISP to sent my email when away from home or use my phone to send an email which also places its sent items in web mail on the server.

How do I get these sent messages in web mail to become available in Outlook as well?

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I’m using Outlook on multiple computers and even though my emails sync beautifully between all my devices, my email Signatures do not.

While I could back them up and restore them manually onto another computer after each change, surely in the age of Cloud Based Computing there must be a better approach for this.

How can I synchronize my email Signatures between computers?

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When addressing an email in OWA, I only see people from my own Contacts folder. However, I have plenty more Contacts in another folder and of course there is the Global Address List of our company with all the internal contacts.

The Contacts folder of my colleague is empty so opening the Address Book is currently completely useless to him.

How can I switch between all the address lists in my Address Book?
Is there also a way to change the default like you could in previous versions of OWA and within Outlook itself?

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