There seems to be an issue or bug with the email formatting when emails are being send via the webmail interface. This causes problem with outlook on both Mac/Windows.
Issue 1: It is outlined in this Outlook related thread.
hxxps://answers.microsoft.com/en-us/outlook_com/forum/all/outlook-replies-have-lines-and-bold-text/d9fa7b4a-707d-4fc9-b151-73181f9935cc
I have tested this by sending test emails via the SM Webmail interface and a mobile email client using SMTP. There is no issue with the email when sending via SMTP.
This is the resulting email I'm trying to reply to that in Mac outlook I received from the webmail interface.
Issue 2: The email formatting is causing content to be completely stripped (not displayed) in Windows outlook.
This is the exact same email being viewed on another email client interface
Here is the same email displayed in Smartermail webmail
Basically anything under the Forwarded text (On Apr 3, 2025, at 10:13 AM, Email User <email@domain.com> wrote:) is missing in outlook.
The "Email User" is using the SM webmail client to send.
I never had issue from this user prior to November 18, 2024. So I'm suspecting the bug was introduced between Build 9088 (Nov 18, 2024) and Build 9084 (Nov 14, 2024)