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Outlook can’t send after upgrading to Windows 10

I just upgraded to Windows 10 and now Outlook can’t send anymore. All the mail server settings are correct and interestingly enough, the test message is successful as well. The error message I get it;

Error message: 'Robert - Sending' reported error (0x800CCC13): 'Cannot connect to the network. Verify your network connection or modem'

How can I get sending back to work again?

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Backing up and restoring the AutoComplete cache of Outlook 2010, 2013, 2016, 2019 and Office 365

When I was still using Outlook 2007, I could back up my AutoComplete cache by copying the nk2-file and then reuse it on another computer.

Now that I’m on Office 365, I no longer have this file but the AutoComplete feature still works.

Where is the AutoComplete being cached now and how can I back it up in a way that I can also restore it in the future when needed?

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Undeliverable error when sending on behalf of a hidden mailbox

I have access to a mailbox of our company which is only intended to receive feedback from external customers and not for internal usage. The mailbox was therefore hidden from the Global Address List.

I also have Send As permissions for this mailbox as I need to reply to these incoming emails but not with the From name of my own mailbox.

However, each time that I try to send out on behalf of this mailbox, I get an undeliverable message stating that I don't have permission to do so, even though I do!

How can I send out emails on behalf of this hidden mailbox?

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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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Send To Mail Recipient in HTML and with Signature

When I use the Send To-> Mail Recipient feature in Explorer to send a file as an attachment, the email is in Plain Text and contains a warning text instead of my signature.

Is there any way to make it use the HTML format and include my signature by default?

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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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E-mail Properties for contact addresses in Outlook 2013, 2016, 2019, 2021 and Microsoft 365

To troubleshoot a winmail.dat and lost attachments issue, I wanted to verify that the email properties for certain contacts hasn’t been set to “Send using Outlook Rich Text Format” as described in Email attachments disappear when sent to others.

However, this method doesn’t seem to apply to Outlook 2016 and neither does the Outlook 2010 method.

Where did they hide this option in recent versions of Outlook?

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Find or change the location of the Offline Address Book (OAB)

The Offline Address Book of my Exchange account doesn’t update anymore in Outlook.

As I also have another Exchange account with a large Address Book, I don’t want to throw away the wrong one.

How can I find the correct location of the oab-files for the account that is having difficulties?

Also, can I change the location of where Outlook stores the oab-files?

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AutoComplete not working as expected in Outlook

When I'm typing an address in the To field, Outlook doesn't offer some of the addresses of my contacts.

How can I enable autocomplete for all my contacts?

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View message in web browser only shows HTML code in Microsoft Edge

Choosing to view a message in a web browser used to open Internet Explorer and display it as a mht-file with all formatting and pictures.

Now when I choose this option, it opens Microsoft Edge but only shows the HTML code of the message and doesn’t actually render the message itself.

With Microsoft (and me) moving away from Internet Explorer, and removing it from Windows 11, how can I properly open the emails in Microsoft Edge or another web browser?

Or is Microsoft going to improve the rendering capabilities in Outlook for HTML emails?

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