Why does this happen?

  • It needs a password they don’t have. If you protected the PDF, they need the password too. Send it separately — by text or a call, not in the same email.
  • It was too large, and stripped. Many workplace mail systems reject or strip attachments over 10 or 20 MB. The email arrives, the PDF doesn’t, or arrives as a broken file.
  • You sent a link they can’t open. Cloud links (Drive, OneDrive, Dropbox) open only for people they are shared with, and some expire. To the recipient it looks like the PDF won’t open.
  • It was damaged on the way. Rarely, an attachment is altered by a mail gateway or a forwarding chain. The file they receive is no longer the file you sent.
  • It is a dynamic XFA form. Forms built with Adobe LiveCycle open only in desktop Adobe Reader. In browsers and phone apps the recipient sees “Please wait…” and nothing else.
  • It isn’t really a PDF. A Pages, Word or HTML file renamed to .pdf opens on your machine because your system knows what it is; theirs doesn’t.