Mail pdf attachments not delivered

Since upgrading to Mavericks, several people on my newsletter distribution have complained that the pdf newsletter attachment did not reach them (using Mac mail and now Mavericks 10.9.5).  If I send from my work account (a PC using Outlook and MS Exchange), no problem; if I send from Mac mail as a Word document, no problem.  I have checked with my internet provider and there isn't anything in my SMTP settings that is interfering with sending the attachment--most people get it.  Attachments are checked for Windows friendly and are appended at the end of the email.  Any suggestions?

Then the problem isn't at your end. For bulk mailing, I suggest you use a hosted service such as "MailChimp," which is free up to a certain number of recipients.

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