MacOS – How to Trace the Origin of Outbound Spam Mail in Mavericks Server

Not sure if this helps but been a mobile me user for a year now and this is my outlook 2007 settings:

Also worth noting I have seen in small print that iCloud will only work with Outlook 2007 & 2010

Account type: imap

Incoming mail server: mail.me.com

Outgoing mail server: smtp.me.com

• (I note that Apple's KB of this states: smtp.mail.me.com i.e. mine does not have "mail" in it).

User name: (_ _ _ _ _)@me.com (don't put in @me.com though)

Tick require logon using SPA

on advanced tab:

outgoing server tab

my outgoing server (SMTP) requires authentication: tick this

use same settings as my incoming mail server: click this

Advanced tab

Incoming server (IMAP): 993

Use following type of encrypted connection: SSL

Outgoing server (SMTP): 587

Use following type of encrypted connection: TLS

So far my account is still working but have not upgraded to iOS5 or iCloud yet as waiting for update to another program that I use to bypass iTunes for music importing.

In short, you can't accomplish what you're trying to do. In order to send/reply from a given address, you have to have that account set up and active in Mail.

Without the account being active, the address you wish to use is not available. And setting up an SMTP server entry for the other account(s) will not bypass the primary issue since you would only be using any alternate SMTP server as a relay for the account you're using to send the email - it will not rewrite the sending account address. For example, I have email forwarded from a generic "info@" account to a personal account on the same domain, but I can't reply with or send from the "info@" account address since I don't have that account set up in Mail.