Resolved Webmail Working, Email Apps not working

[southernsons]

Hello,

I am using Plesk Obsidian for Linux and it is connected to Cloudflare. I have added all Plesk DNS Settings into Cloudflare. So far everything is working fine, website, webmail etc.
Now I want to add an email address into my Outlook or Apple Mail but I keep getting this error:


We encountered an error while adding account. Please try again.

 

[Maarten.]

Hi.

It's hard to tell what's going wrong without further information.
Are there any errors in the maillog? You can view the maillog using the Plesk Mail Log Browser:

Log Browser Extension

This extension for Plesk Administrators allows to quickly identify the root cause of server and service issues.

www.plesk.com

 

[southernsons]

Hi thanks for the response.

I just tried to connect to IMAP/POP3 again and I get these errors here. NB: None of the IP Addresses are mine

2022-02-07 22:25:24	postfix/smtpd[4734]	disconnect from unknown[192.241.220.24] unknown=0/1 commands=0/1
2022-02-07 22:25:24	postfix/smtpd[4734]	lost connection after UNKNOWN from unknown[192.241.220.24]
2022-02-07 22:25:24	postfix/smtpd[4734]	connect from unknown[192.241.220.24]
2022-02-07 22:25:24	postfix/smtpd[4734]	warning: hostname zg-0224c-128.stretchoid.com does not resolve to address 192.241.220.24
2022-02-07 22:23:08	dovecot	imap-login: Disconnected: Connection closed: SSL_accept() failed: error:14201044:SSL routines:tls_choose_sigalg:internal error (no auth attempts in 2 secs): user=<>, rip=50.116.61.137, lip=172.31.22.219, TLS handshaking: SSL_accept() failed: error:14201044:SSL routines:tls_choose_sigalg:internal error, session=<qPfwoabZSO4ydD2J>

 

[Maarten.]

Does it work if you use port 143 (without ssl) for the incoming server?

 

[southernsons]

When I use 143 I get this error

imap-login: Disconnected: Connection closed (no auth attempts in 0 secs): user=<>, rip=66.228.45.212, lip=172.31.22.219, session=<DWObvKbZSO5C5C3U>

 

[southernsons]

I am not sure if this helps

AWS
Cloudflare
Plesk Obsidian

 

[Kaspar]

Do you have CloudFlare proxy enabled for your domain? CloudFlare doesn't support email traffic when proxy is enabled.

 

[southernsons]

Hi I came across this article here after refining my search based on the above errors: https://support.plesk.com/hc/en-us/...loudflare-The-connection-to-the-server-failed

After disabling the mail proxy on CF and adding the mail suffix via vim I am not able to connect to Outlook

 

[Kaspar]

I think using the mail prefix, as suggested in the help article, causes an issue with secured connections. But I might be wrong. My suggestion would be to use the hostname of your server for mail connections. Make sure the hostname of your server doesn't use the CL proxy.

 

[southernsons]

Thanks for the heads up. So I can log into Outlook and send emails. But cannot receive emails.
Looking in the logs again there's nothing suspicous

 

[Kaspar]

So, that's were AWS restriction probably come into play. As they block port 25 by default. See this article for resolution (i.e contact AWS support): https://support.plesk.com/hc/en-us/...ghtSail-or-Microsoft-Azure-port-25-is-blocked

 

[southernsons]

Bummer I keep forgetting this. Will reach out to AWS.

 

[southernsons]

@Rasp the problem has been resolved now. Emails are working on all devices and I can send/receive emails without any problems. Thanks for the AWS hint.

 

[thebopper]

@Rasp the problem has been resolved now. Emails are working on all devices and I can send/receive emails without any problems. Thanks for the AWS hint.

Can I ask how you got this resolved? I requested the port be opened but Amazon declined it without reason which is pretty frustrating. Why would they not just limit the email traffic or something and close it if it's being abused?

 

[southernsons]

Can I ask how you got this resolved? I requested the port be opened but Amazon declined it without reason which is pretty frustrating. Why would they not just limit the email traffic or something and close it if it's being abused?

Nowadays Amazon requires a proper letter of motivation. So I stated my case that this tenant will be used for an eCommerce Store and Plesk by default offers an email server. I also stated that the emails sent are purely transactional emails such as order confirmation and invoices as we will make use of 3rd party services for bulk emails and we send them only with the recipient's consent.

So yea, you need to be careful how you formulate your case. My agency has a long-standing account with Amazon and we bring good monies to their doorsteps, I think this also helped them.

 

[thebopper]

Nowadays Amazon requires a proper letter of motivation. So I stated my case that this tenant will be used for an eCommerce Store and Plesk by default offers an email server. I also stated that the emails sent are purely transactional emails such as order confirmation and invoices as we will make use of 3rd party services for bulk emails and we send them only with the recipient's consent.

So yea, you need to be careful how you formulate your case. My agency has a long-standing account with Amazon and we bring good monies to their doorsteps, I think this also helped them.

Thanks, much appreciated... I think I probably should have put more thought into my request letter in hindsight!