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Google Mail is flagging my Outbound Mail in Google Apps!

I am beyond irritated with Google at this moment. I have all of my domains email utilizing Google Apps Service which includes Gmail functionality for any persons .com address.

I have always used a desktop client like outlook or thunderbird. I run the service in IMAP and have a home machine and a travel machine that I primarily connect to Google to get the email.

The problem I am having is that many times when I am traveling Google starts flagging my mail as spam and people are not getting it. This is even happening in inter domain email aka from @rawvoice.com to @rawvoice.com

The only thing we can think of is that when I am in a Hotel or on my Sprint EVDO account that Google has some of those IP’s blacklisted. Thus when I send the email via thunderbird from one of those services the IP I am sending on gets embeded in the header. This is causing me a lot of concern because email is critical in our day to day operation and now it seems Google is blocking legitimate email and they are becoming a liability.

If I log into the web interface which i hate this problem does not seem to happen. Google you better get your act together on Google Apps or I will cancel the service and move to someone that can move email properly.

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