This could be as simple as just remembering what email addresses you sent from the previous five times (or so) and defaulting to whichever is most common. That way you wouldn't have to configure it; gmail would just do the Right Thing 99% of the time, automatically.
At least it responds with the address they wrote to you with, whenever it finds a matching potential from address that matches the recipient address. That saves most cases.
On pine they're called roles. Yes, I second the request.
There's a Labs extension that can undo a send operation if you can click fast enough. But I agree, this would be a very nice feature to have.
Re:Upcoming Gmail Features
by stanleydrew on Saturday July 31, 2010 @12:38AM
(#1563231)
No need to click if you have keyboard shortcuts on. Just hit 'z.'
I use one gmail account with several email addresses. I want the ability to specify that certain people should be associated with certain addresses. I.e. [email protected] gets associated with my Apache address. Clients get associated with my @dedasys.com address. Family with @welton.it, and so on and so forth. I hate it when I accidentally send something from @gmail.com to clients.