That's what I want, and it works fine, relaying through the appropriate 3rd party SMTP server - as long as I am using the web interface, or my app for Android. On my side, the mail is stored in 's Sent folder. Then I simply choose the desired From address, and the receiver sees the e-mail as coming from that address (with no 'on behalf of').
Using, I can set up additional send-only accounts online, with 3rd-party address domains and corresponding SMTP outgoing servers. Your instructions say "Select the data file where … Read more » What do I use for a password for an account, that forwards to my gmail account, and for which I don't actually have a password. Again: why is configuring Outlook so terribly hard? I have tried setting up a "fake" outgoing/send account, but it is not described fully. In other words: none of the suggestions in your article actually work. I have clicked the option Always Send New messages from Default accout, but I guess Outlook doesn't consider emails sent to it from Word a New Message, huh? I have checked the registry setting listed above and it is set to "1".
So Outlook knows what I want, just doesn't do it from Word. If I open them there (Outlook Offline) and then press send, they move to my Gmail's OUT Box. My mailmerge to email Word 2016 documents all go to Hotmail's OUT Box. I have a gmail account and a hotmail account. Why is Outlook so horribly hard to configure. Select the account and remove the check from Receive Mail Items.