After doing some searches (outside of MacRumors) it appears that others are having the same problem: IMAP setup for Google Apps accounts is not working properly. Incoming mail works ok, but when sending it fails. As you can imagine, this is a big issue. Worse yet is if you have multiple gmail accounts (many do with a personal gmail account and a business/school Google Apps account) - If you attempt to send via the Google Apps account it fails and falls back to the personal account - thus your sent mail for your Google Apps account appears to come from your personal Gmail account - not good. It appears that the imap side of things (incoming) is ok, but the smtp side of things is messed up. Anyone have any ideas or know if this is a Apple Mail 5.0 issue or a Google Apps issue - or both? The above setup works just fine on iPhone, iPad and Windows using Outlook... Help appreciated.