Can Gmail automatically base "send from" address on the "to" address?

Question

In short: In Gmail, is there a way to let the "send from" address change automatically depending on which of my accounts it was sent to?

In long:

I recently joined a team (of developers) and they provided me with an email address on their domain (for if I have business with a client or something).

• Anything sent to [email protected] is forwarded by the team.com mail server
• I'm using Gmails "send mail as" functionality to send email through smtp.team.com.
• I receive emails and I can send them, so that works
• I have my default "send as" address setup as [email protected], which I would like to keep since I send 90% of my mail through there.

Now I'm wondering how to do the following, if at all possible:

• when I receive an email at [email protected] (as opposed to [email protected]), and I reply to it, my "send as" address will change automatically to [email protected]
• I can do it manually, but I know I'm going to forget sooner or later, confusing the hell out of people since the team lets me use a pseudonym.

I hope my question makes sense, and I'm sure it's easily answered by a "no, not possible" or "yes, option X in tab Y".

Answer 1

Yes

In your Gmail settings, under "Accounts and Import", if you have multiple "send mail as" accounts set up you can choose to always default to your Gmail account or to respond with the account to which the message was sent.

Answer 2

If you want to auto-select "from" address when you COMPOSE, as well, you could try this UserScript (which you can install with something like TamperMonkey:

GMail "Send From" Auto Selector

Answer 3

So far I have not found a way to do this directly, but I have found a useful workaround (thanks to Michael Sinanian)

Cmd-shift-F selects the from address, making it easy to change.

You just need a reminder to do it.

1. You need to have a "from" address that you don't actually want to use.

2. In Gmail › Settings › Accounts, make this the default "from" address

3. In Gmail › Settings › General, add a default signature for this address:

   CMD-SHIFT-F

Then "Save Changes".

Now, when you compose email, you will get a message with the keyboard shortcut to use the correct "from" account.

The message will disappear as soon as you change addresses.

Answer 4

I was looking for this feature, but I do see that it is at least possible for replies to maintain the original mail which a message was sent. Lifehacker notes how.:

To enable the new feature, go to Settings -> Accounts and change the "When I receive a message sent to one of my addresses:" option to "Reply from the same address my message was sent to."