I am helping someone with administrative duties, and they very frequently have to send emails to the exact same 2 email addresses.
The two email addresses are extremely similar, and I have to double check each time to make sure I get both right.
In the recent days, I have created a macOS text clipping with the two addresses that I simply open, copy and then paste in the "to:" field of Gmail.
Example: I add "johndoe@gmail.com" and "janedoe@gmail.com" to a group that I call "John & Jane Doe" and whenever I want to writer to them both I just have to write "John & Jane Doe" and Gmail does the rest.
We are using the email client in Safari, no third party app.
Is there a simpler way to add two email addresses to the "To:" field without having to search for them in the Address book, especially when the Address book contains similar sounding addresses that can lead to confusion?
Best Answer
This approach requires that you setup your Mac to make the web-based Gmail your default Mail "handler". Follow the steps here first: https://www.cloudwards.net/how-to-make-gmail-your-default-email-client/
Then, open Safari (easier for this next step) and type a mail URL into the address bar but do NOT hit return. Enter you email addresses in place of the fake emails shown here, but use the rest of the format of this:
mailto:fake@foo.com,faker@food.com
Then, "drag" that URL from Safari's address bar to your Desktop (or any folder). Double click on that new "mailto" shortcut and you will open your browser and Gmail and start a new message to the addresses that you entered when you made the shortcut.
This is simple to use, but it's not flexible. Besides requiring that you change your default mail handler, you would need to repeat the process if you wanted to add/change any of the email addresses.
The excellent suggestion by "Mr R" in the comments about using a Gmail label or group would be easier, but this is something you could setup on YOUR Mac and share to the admin that you are helping, without direct access to their Gmail.