(I don't think this is the exact problem you have, but a related 'exposing other email addresses' issue with gmail) There is a long-standing gmail bug that Goo

(I don't think this is the exact problem you have, but a related 'exposing other email addresses' issue with gmail) There is a long-standing gmail bug that Google refuses to act on: http://www.google.com/support/forum/p/gmail/thread?tid=2cb03772f39c2d61 http://www.google.com/support/forum/p/gmail/thread?tid=2cb03... Basically, you've always been able to import and send via other email addresses from your gmail account. Either another gmail account or yourcustomemail@example.com A while ago they added settings to send through your own SMTP servers when using an @example.com custom email through gmail. This removes all traces of your gmail account from the email header. But for some reason they inexplicably don't allow this option for imported gmail accounts! So even though they control all the gmail mail servers, you're still forced to send "on behalf of" your main gmail account. This is a really annoying exposure of your main email address. No longer can you have a main/professional personal account, and then an anonymous linked email to use otherwise. Every time you use the anonymous account it lists your main account as well in the mail header. To make matters worse, Outlook often replies to and highlights the "on behalf of" account rather than the account you sent with. Major annoyance when dealing with companies using Outlook. The root issue is gmail's fault though.