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I manage a few forwarded email accounts from one Gmail account. I would like to assign some of my contacts to different FROM emails.

For example: I manage steve@company1.com, steve@company2.com, steve@personal.com from steve@personal.com.

When I contact john@microsoft.com, I would like the sender to be automatically become steve@company1.com, otherwise if I forget it will be steve@personal.com, which is not professional.

I know that Gmail does that automatically when I reply, but not when I compose. Is there a way to make it work also when I compose an email?

  • I'm afraid that this isn't really possible with Gmail itself. You might be able to find this sort of functionality in a third-party email client (like Thunderbird), but even then I'm not 100% sure you will be able to do this. – ale Oct 2 '14 at 0:09
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These are your options that I know of:

  • Use Gmail's "Send Feedback..." feature to request this addition. (Don't hold your breath because it's a very specialized feature that would make Gmail more complicated for almost anyone who encountered it unless it's a Gmail lab.)
  • Find or write a Chrome extension or a Greasemonkey script that modifies the Gmail UI web pages to add this feature. It will need some data lists telling it which contacts should use which "from" addresses.
  • Stop forwarding all these accounts to one inbox. Instead log in to each account separately, from a separate Chrome profile per account so they can each have their own Chrome windows logged in. Name each Chrome profile after the email address. Pick a distinct Chrome theme per profile to help tell window is which.

I recommend the last approach.

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  • I can't do the last one. Too many email addresses - one personal, 2 company, 2 for spam, 2 legacy. All of them have different web clients - horde, OWA, gmail, ... So it would be very annoying to split them. But the second solution is interesting. I will give it a try if the html/js for gmail is not ugly/anonymized. I havent used Greasemonkey yet, but it looks fun. – mist Oct 3 '14 at 16:28
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    Cool. Do report back on how that pans out. – Jerry101 Oct 4 '14 at 0:55
  • Of course. I will want to brag about it if I implement it. – mist Oct 5 '14 at 11:00

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