Can't send virgin media emails with Outlook 365

I have the same issue and error message 0x800CCC0F as the first post. It started yesterday. Tried sending again this morning getting stuck mail in Outbox in my desktop Outlook 365. Still no joy. Any advice will be appreciated.

It would be helpful to see what error code is returned by the SMTP server in this situation. From a desktop or laptop device open a Command Prompt in Windows and enter the following where username:password is replaced with your email address and password, i.e. richard.branson@virginmedia.com:rotavator-racecar-tenet-repaper:

curl -v smtps://smtp.virginmedia.com -u username:password

Do not post the resulting output here but instead review it for possible reported causes, i.e. VM error code; choosing to ignore this advice and posting the unredacted or incorrectly redacted output here will likely reveal your email address, password and / or public IP Address.

FYI if there is no issue then you should see the following output from the curl command:

⋮
> AUTH PLAIN
< 334 
> [Redacted]
< 235 2.7.0 SMTP350 Authentication successful for user [Redacted]
> HELP
< 214-2.0.0 This is cmsmtp ESMTP service help
214-2.0.0 This is cmsmtp ESMTP service help
< 214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.
214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.
< 214-2.0.0 For local information send email to Postmaster at your site.
214-2.0.0 For local information send email to Postmaster at your site.
< 214 2.0.0 end of HELP info
214 2.0.0 end of HELP info
* Connection #0 to host smtp.virginmedia.com left intact

Otherwise an unsuccessful result will look similar to the following:

⋮
> AUTH PLAIN
< 334 
> [Redacted]
< 525 5.7.13 Authentication Denied (VM320)
* Closing connection 0
* TLSv1.2 (OUT), TLS alert, close notify (256):
curl: (67) Login denied

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Two question:

1. Is the password to log in to My Virgin Media web access is an app generated specific password that look like this :xxxxx-xxxx-xxxxx-xxxxx all in lowercase letters  ?

2. Is the app generated password as described is also the password to be changed to in my Outlook 365 Mail Account Settings ie. under File/AccountSetings/Server Settings ?

Do you have to reset the the password to log into My Virgin Media Web access and my Outlook 365 Virgin email account password under server settings at the same time ? Are they both app generated or the WM web access PW can be anything I choose. There is a bit of confusion here as even Virgin's Tech Support don't get it right first time. 

At the moment I have the following error on my Outlook 365 which I think might be due to me setting 2 passwords differently.

Task 'Synchronizing subscribed folders for xxxx@virginmedia.com.' reported error (0x800CCC0E) : 'Outlook cannot synchronize subscribed folders for xxxx@virginmedia.com. Error: Cannot connect to the server. If you continue to receive this message, contact your server administrator or Internet service provider (ISP).'

Task 'Synchronizing subscribed folders for wingwong1@virginmedia.com.' reported error (0x800CCC0E) : 'Outlook cannot synchronize subscribed folders for wingwong1@virginmedia.com. Error: Cannot connect to the server. If you continue to receive this message, contact your server administrator or Internet service provider (ISP).'