You have not enabled SSL or TLS encryption for your SMTP mail settings

[linux4me]

I just updated to v. 8.0, and when I run the System Health check, I'm seeing the following warning:

Quote

You have not enabled SSL or TLS encryption for your SMTP mail settings.

Yet, when I go System Settings -> General Settings -> Mail -> Configure Mail Provider, I have SMTP set up with port 587 and TLS selected tin the SMTP SSL Type dropdown. Am I missing a setting?

[slim]

I use a connector in Office365 to send mail. I send via WHMCS over port 25 and have TLS enabled - however the health widget says "You have not enabled SSL or TLS encryption for your SMTP mail settings." - I guess this is a minor reporting bug?

[xyzulu]

1 hour ago, slim said:

I use a connector in Office365 to send mail. I send via WHMCS over port 25 and have TLS enabled - however the health widget says "You have not enabled SSL or TLS encryption for your SMTP mail settings." - I guess this is a minor reporting bug?

Have you tried port 587 instead?

[slim]

Thats not how office365 works.. They want Port 25 with TLS.. Weird hey.

[xyzulu]

1 minute ago, slim said:

Thats not how office365 works.. They want Port 25 with TLS.. Weird hey.

Really? https://support.microsoft.com/en-us/office/pop-and-imap-email-settings-for-outlook-8361e398-8af4-4e97-b147-6c6c4ac95353

[slim]

 

10 minutes ago, xyzulu said:

Really? https://support.microsoft.com/en-us/office/pop-and-imap-email-settings-for-outlook-8361e398-8af4-4e97-b147-6c6c4ac95353

Yes, really. As I said, I'm using a connector which restricts email to an IP address and Office only  wants email on Port 25. See: https://docs.microsoft.com/en-us/exchange/mail-flow-best-practices/how-to-set-up-a-multifunction-device-or-application-to-send-email-using-microsoft-365-or-office-365 - Specifically Option 3..  Port 25 only 🙂

Note: I cant use option 1 because ALL my accounts have MFA enabled due to being a reseller of Office and having some Base Line Security defaults enabled. Option 1 wont work in this scenario. Option 2 only allows me to send to recipients inside my organisation - useless. This leaves only option 3.. and it works on Port 25 only, with TLS.

Edited September 30, 2020 by slim

[xyzulu]

I guess this confirms why I don't use them myself then 😉 Thanks for the education.

[slim]

They are consistently inconstant 🙂

You would think requiring TLS would mean they allow Ports 587 🙂

[Damo]

I'm receiving the same issue on that report screen but it is configured correctly too.

[WHMCS John]

Hi all,

Thanks for this report. We have published a hotfix to improve the accuracy of this System Health Check in these cases:

 

[linux4me]

2 hours ago, WHMCS John said:

Hi all,

Thanks for this report. We have published a hotfix to improve the accuracy of this System Health Check in these cases:

 

Thanks John, the hotfix worked for me.

[slim]

same - thanks

[WHMCS John]

Hi all,

I'm pleased to advise the original issue has been resolved in the v8.0.1 maintenance update.

You can apply this via Utilities > Update WHMCS