Firstly - thanks to MS for enabling IMAP on Outlook.com.  I found the discussion on Reddit interesting and largely refreshing.

In trying to implement the new feature I have followed the newly released instructions to set up my MacMail using IMAP to sync with Outlook.com.

The mail I send shows both in the Mac Mail Sent folder and also in the Outlook.com  Sent folder so it is clearly syncing.

However the bcc to the Outlook.com email address does not show up as received in either the Mac Mail Inbox or the Outlook.com Inbox.  When I try to synchronize the Mac Mail account I get the following error message:

The connection to the server “imap-mail.outlook.com” on port 993 timed out.

I wonder if there is a problem with the IMAP servers or is there some problem with my setup on the Mac even though I believe I have followed the instructions correctly.

I did eventually receive this error message:

"The identity of "imap-mail.outlook.com" cannot be verified.

The certificate for this server is invalid. You might be connecting to a server

that is pretending to be "imap- mail.outlook.com" which could put your

confidential information at risk. Do you want to connect to the server

anyway?

O Always trust "*.hotmail.com" when connecting to "imap- mail.outlook.com"


I checked the button to always trust .hotmail.com but it does not appear to have solved the problem.  It would be good for future if MS did update their certificate to reflect the correct name for this server.

Any help will be appreciated.