10 Replies Latest reply: Jul 23, 2010 9:53 AM by Ernie Stamper
wiz302pa70 Level 1 Level 1 (0 points)
When I send an email with a pdf attachment to a Windows user it doesn't go through

17" MacBook Pro, Mac OS X (10.5.8), Time Capsule, iPod Classic 80G
  • Ernie Stamper Level 8 Level 8 (37,555 points)
    Send this only in Plain Text, and make sure the extension, .pdf, is not hidden. If it were to have any live links in it, some SPAM filters will intercept, however.

    How was the PDF created?

    Ernie
  • wiz302pa70 Level 1 Level 1 (0 points)
    Thanks for the prompt response.
    To clarify so I understand your response:
    1. what do I do to ensure the pdf is not hidden?
    2. I send the email in plain text? Yes?
  • wiz302pa70 Level 1 Level 1 (0 points)
    pdf created using print pdf option "save as PDF ...."
  • Ernie Stamper Level 8 Level 8 (37,555 points)
    Look at the message you sent in the Sent mailbox -- does the attached file have the .pdf extension?

    Ernie
  • wiz302pa70 Level 1 Level 1 (0 points)
    yes - I can see the .pdf extension
  • Ernie Stamper Level 8 Level 8 (37,555 points)
    Do you have an example you can email to me? If so, you can find my address by clicking on my name to the left and looking in the bio line of the resulting Profile.

    The best way to test sending in Plain Text would be to open one you have sent, but failed, click on Message/Send Again, then click on Format/Make Plain Text and send.

    Ernie
  • Ernie Stamper Level 8 Level 8 (37,555 points)
    This was a very interesting test -- the PDF was not properly presented in Mail 4.3, but was in Mail 2.1.3 on my old G4 with Tiger. In Mail 4.3, the attachment was not recognized as a PDF, and if I controlled-clicked on it, the choices of what to open it with was Entourage or Mail. Examining it in Raw Source showed that the PDF was buried within a lot of HTML resulting from the use of Rich Text, and multiple fonts and font sizes.

    In Mail 2.1.3. the PDF was properly presented, and since it was one page, Viewed in Place. However, the Signature appeared twice in Mail 2.1.3, but only once in Mail 4.3. The bottom line of these differences is the two email clients different reactions to the bad encoding in HTML text acting as a wrapper around the actual PDF file, but hate to think of the problems this could cause for Outlook or Outlook Express.

    However, I suspect another problem is the length of the filename -- with blanks, it is 26 characters plus the .pdf extension. Once upon a time, that would have have been too long for Windows -- not sure it that is the case today.

    My recommendation is to send in Plain Text but using the Format/Make Plain Text, but I would also recommend a test with a shorter file name to one of these PC recipients.

    I also would like to see a similar message from you that was not a Forward -- which is how it looked in Mail 2.1.3, although you apparently changed to Subject so that it did not read as a Fwd?

    Ernie
  • Ernie Stamper Level 8 Level 8 (37,555 points)
    New new test message looked the same on both computers, in the different Mail versions. And yes, Plain Text should do it.

    I am still a little suspicious about that one very long filename.

    Ernie
  • wiz302pa70 Level 1 Level 1 (0 points)
    I am using Leopard (Mail 3.6), should I upgrade to Snow Leopard (Mail 4) to improve this situation?

    As I indicated earlier, using plain text solved the problem. Thanks again for you prompt and useful suggestion.
  • Ernie Stamper Level 8 Level 8 (37,555 points)
    There are many nice feature in Snow Leopard, but in this regard, I don't think it is materially different. I would not upgrade for this reason alone. I regularly advise SL users the same with regard to Plain Text, for the same behaviors.

    Ernie