Issue Outlook IMAP/POP/SMTP (SSL/TLS) Issues

[shahbaz]

Greetings Guys,

I have just moved from cPanel to Plesk and found that my clients are complaining about connectivity issues using Outlook over IMAP/POP/SMTP (SSL/TLS).

Did ask from VPS provider, they said its a BUG in Plesk .. is this true? If not please share on how to fix this.

Also, my is under managed services with the provider, where I have limited access as reseller.

 

[shahbaz]

with SMTP outlook error

 

[Kaspar@Plesk]

It's impossible to say what the issue is based on those screenshots. I am also not aware of any bug in Plesk that would prohibit logging in your email account.

If you don't manage the Plesk server yourself, ask you provider or server administrator for help on the issue.

 

[shahbaz]

Hey Kaspar. thanks for your response.

unfortunately, i did ask from provider but they said its a bug in plesk, therefore it can not connect outlook IMAP/POP/SMTP (SSL/TLS)
but on other side thunderbird client is working properly in same PC
if you want to test please let me know i can give you temp email account

 

[Kaspar@Plesk]

Which version of Outlook are you using?

 

[shahbaz]

sorry for being late to reply. its Office 365 Outlook 2022

 

[Kitengeibrah]

Sorry for interuption, I hade the same issue exactly as mentioned above by Mr. Shahbaz and the output from Outlook login is the same too. The version of Outlook is am using is 1.2024.327.300(Production)

 

[Kaspar@Plesk]

Did you manually add the email account, similarly as described in the documentation for Outlook 2019?

Access from Microsoft Office Outlook 2019

How to add a Plesk email account in Microsoft Outlook 2019.

docs.plesk.com

 

[Kitengeibrah]

Yes, I did manually to add the email accounts, and I tried step by step after following that reference you provide

 

[shahbaz]

Same here, i did follow these steps but it prompts error after Step-6 as per images (attached before)

 

[Kaspar@Plesk]

Make sure all relevant ports are open on any Firewall used on the server.

 

[shahbaz]

Yes all ports are open. Thunderbird can connect but outlook simply can not..

 

[Kaspar@Plesk]

Yes all ports are open. Thunderbird can connect but outlook simply can not..

The best suggestion I have to work with your provider to find the exact cause. Without knowing all the details it's hard to say what could cause this.

For reference I just setup a test server with Plesk, created an email account and added it successfully to Outlook (version 1.2024.327.300, also known as "the new Outlook"). Worked without any issue for me.

 

[Bitpalast]

Yes, I did manually to add the email accounts, and I tried step by step after following that reference you provide

Instead of using the domain name, try to use the server's hostname. If the cert doesn't match and you did not accept the security exception proposal once, future attempts may fail without showing the dialog again.
Make sure that the SSL/TLS setting of the outgoing mail server match the selected port. For example: port 465+SSL/TLS, port 587+STARTSSL/STARTLS, port 25+no SSL.

 

[shahbaz]

The best suggestion I have to work with your provider to find the exact cause. Without knowing all the details it's hard to say what could cause this.

For reference I just setup a test server with Plesk, created an email account and added it successfully to Outlook (version 1.2024.327.300, also known as "the new Outlook"). Worked without any issue for me.

Are you using secure/SSL configuration?

 

[shahbaz]

Instead of using the domain name, try to use the server's hostname. If the cert doesn't match and you did not accept the security exception proposal once, future attempts may fail without showing the dialog again.
Make sure that the SSL/TLS setting of the outgoing mail server match the selected port. For example: port 465+SSL/TLS, port 587+STARTSSL/STARTLS, port 25+no SSL.

Also did that but with no luck

 

[Kaspar@Plesk]

Are you using secure/SSL configuration?

Yes.

 

[shahbaz]

outlook 2016 is working but the latest version is not at my side

 

[TvdW]

Did you found out how to fix it? I have the exact same problem with my clients.