It is common practice for people to have multiple Gmail accounts now-a-days. Therefore, if you’re a Mac Mail user with more than one Gmail account, you may have noticed a problem with your email messages sending from the improper Gmail account. For example, I have a personal Gmail and a business Gmail (MKEM) account, and I had issues where every message i tried to send from my personal account sent from my MKEM account. It was extremely frustrating to receive personal messages to my business account that was supposed to be kept as organized and clean as possible. So, I went on a solution hunt.
I discovered that you have to point each Gmail account at their own, specific outgoing SMTP server, and make sure that the aforementioned server is the only server each one uses.
This needs to be done in the Mail applications Preferences/Accounts tab. Highlight the Gmail account(s) in question, and by the Outgoing Mail Server drop down, Edit SMTP server list. Once you’re in said window, create (or rename) SMTP servers for each Gmail account that you own. Its helpful if you name each server after the account that you will be attaching to it. When you’re done with that, go back to the Accounts window and make sure your Gmail accounts are attached to their corresponding SMTP servers. And, this is very important, make sure the “Use only this server” is checked for all Gmail accounts.
Then, when your account are properly bound to their SMTP servers, go back into the “Edit SMTP server List”, and make sure your account information (email address and password) are entered properly in the Advanced tab for each server.
After you restart the Mail application, your improper message sending problem will be completely alleviated. I hope this helps you, as this saved me a whole lot of headaches.
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