I thought not. One thing I'll mention, in case anyone else wants to do this, is 
the tip I found on a forum. Mail will set your outgoing address to match the 
current message or mailbox. So, if you set each of your accounts' inboxes as a 
favorite, you could press command along with the number to bring up the mailbox 
of the account you want, then press cmd-n. Mail will set your address to match 
the account in use. Not perfect at all, but it's the only thing I found. I 
think you also have to enable the setting to match the current message account, 
so if you have that off, this won't work.
> On Aug 24, 2015, at 7:20 PM, Matthew Dierckens <[email protected]> wrote:
> 
> I don’t think you can do this automatically, just change it in the window 
> every time, unfortunately.
> Hi Alex,
> 
>> On Aug 24, 2015, at 7:08 PM, Alex Hall <[email protected]> wrote:
>> 
>> Hi all,
>> I've looked into this, and there appears to be no way to do it, but I wanted 
>> to double check in case someone here knows something. I want to be able to 
>> have Mail on the Mac change the selected email account for a message based 
>> on whom I am sending the message to. For instance, if it goes to a certain 
>> address or group, my Gmail address will automatically be used instead of my 
>> default iCloud address. A way to do this would be great, but it looks like 
>> there's not only no way to do it in Mail by default, there's no way to 
>> script it. Has anyone come across anything like this? Thanks.
>> 
>> --
>> Have a great day,
>> Alex Hall
>> [email protected]
>> 
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Have a great day,
Alex Hall
[email protected]

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