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I have two accounts set up in Apple Mail. The second account is for backup purposes and because at times the primary account is unavailable. When that happens, I send from the second account but would like the reply-to address to be that of the primary account. Is there a way to set things up this way in Apple Mail?

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2 Answers 2

Simple!

With a message composition window open in Apple Mail make the following menu selection:

View > Reply-To Address Field

That works for a message-by-message basis. If you want to apply all the time there's a hack you can do this via Terminal:

defaults write com.apple.mail UserHeaders '{"Reply-To" = "reply-to@address"; }'

More details can be found here.

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Just configure both email accounts with the same email address, but different server details and credentials.

You can set the e-mail address in Mail.app Preferences > Accounts for each account individually.

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Not all mail servers accept mails with a From: address not in their own domain. –  patrix Aug 16 '12 at 19:34
    
Possible, but I never encountered an SMTP server with such a restriction. –  Gerry Aug 16 '12 at 20:19
    
It's used to prevent spam –  patrix Aug 16 '12 at 20:37
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