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Is this a system you're trying to set up for the first time, or has it been running and stopped working ?
Please provide as much detail and context as you can, including if possible some of the configuration information in the MSG instructions for sending the Email and the strings they send to the -EWEB.
GMail is notoriously difficult to use with clients that aren't logged into a Google service or otherwise well-authenticated. And for good reason: GMail would surely be the biggest spam server in the galaxy if it were easy to automate.
My understanding is that the "HELO/EHLO argument" is the sender identity (generally the FROM user/domain) in the e-mail message, which GMail rejects if it's empty.