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I would like to send an occasional multi-part email to a single recipient.

  • I want to be able to customise both the HTML component, and the plain text component of this email.

  • I want to be able to send the email through a trusted third party SMTP host to reduce the chances of it being considered spam.

I think a mailing subscription service would be over kill for my needs. Can I do this with Apple Mail?

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  • I didn't downvote you, but I don't understand what you want; what does “to customise” HTML mean? Nor can I think of any “trusted third party SMTP host” that would relay email; that’s kinda why they are “trusted”.
    – Dour High Arch
    Aug 15, 2013 at 14:58
  • @Dour, thanks for the reply. By "customise" I mean I would like to have control of both the html and plain text parts of the email, and not have the plain text generated from the html. I don't want to relay an email through a third party, I want them to send it for me.
    – pingu
    Aug 15, 2013 at 16:23
  • @Dour - I have since found a windows application that does what I am looking for, anything for mac though? group-mail.com/html-email/…
    – pingu
    Aug 15, 2013 at 16:25

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Once you've identified a SMTP provider to use (which I can't help you with), an easy way to construct your email with separate plaintext and HTML parts would be by writing your own code for it.

Many programming languages offer support for this sort of thing; Python might be an easy choice because (a) it's probably already installed on OS X, and (b) someone already did all the work for you:

http://docs.python.org/2/library/email-examples.html

Check out the very last example on that page. It does literally exactly what you want. I myself run a version of that code every day. All you have to do is change the email addresses and the SMTP server near the bottom. (And the text of the email, of course!)

If you've never programmed in Python before, just copy that code verbatim into a text file, edit the file to your heart's content, and then type

python /path/to/your/textFile

in the Terminal to execute it.

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Mac Mass Mailer should have the features you're looking for. Only cavet is, that you must author your HTML-emails in some other tool.

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