Can Mail automatically set a certain email account to reply to business contacts?

I have two gmail accounts enabled in the new Mail client. One for business and the other is my regular. It is crucial that I reply to business clients using my business email.
In Mail's reply window, it gives me the option of choosing which account to reply with, but this is cumbersome and tedious and I have already replied with the wrong account a few times. For professionalism, this cannot happen again.
I'd like to use the Mail client for all my accounts but for now I am forced to split my email workflow up by using a single email account in Mail and the other in a web browser (gmail.com, logged into a single account) and so on .
In iOS, I have to use two apps for email.
It would be glorious to have seperate contact lists for each account so that when [email protected] sends me an email or I list her as the recipient in an email my professional email address [email protected] is automatically the account responding or touching base with her.
Maybe Automator or a type of action could remedy this.

For the gmail accounts, do you have separate ID and Login, or is one an alias?
In Mail preferences under the composing tab, set it to send from Account of Selected Mailbox.
In the Accounts tab, set the correct outgoing server (should have different IDs) to the correct account and check the box to use only that server with that account.
Setting the outgoing server to a specific server will not swap servers when one fails. Instead, you will be prompted to select another server if it fails.
If you have the main inbox highlighted, replys should come from the account it was sent to. You can also expand the inbox to reveal the separate accounts under. If you have the business account highlighted, then any message sent will be from that account.

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http://support.apple.com/kb/ts3899
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Hi,
In Messages or iChat go to the App Menu > Preferences > Accounts
On the left is the list of Accounts that are set up.
Everyone gets Bonjour (Although by default it is not Active).
Highlight the Bonjour Account
On the right there is a Box that says "Enable this Account" which probably has a tick in it.
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The List may also contain any @me.com name you have set up.
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Can Mail automatically set a certain email account to reply to business contacts?

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