Attached PDFs within PDFs sometimes open and sometimes will not....?

Any advice would be much appreciated!
I'm working in Adobe Reader XI (11.0.10). I'm attaching a series of smaller, one-two page PDFs to a single 25-page PDF document--maybe 50 or so attachments by the end of it, all PDFs. I'm using the "Attach File" feature.
Here's my problem: some (25%-35%?) of the time, I will attach a file that opens as a PDF, just fine, on its own in Reader. But then, at some later point, when I try to open it as an attachment in the bigger PDF, it gives the following error:
Adobe Reader could not open 'FileName.pdf' because it is either not a supported file type or because the file has been damaged (for example, it was sent as an email attachment and wasn't correctly decoded).
But that file will open just fine on its own in Reader! And then if I re-attach it, again (same file, same everything), it will often open the next time I attach it. So I'm continually checking to see whether the attachments "took" and re-attaching them. I cannot figure out any pattern to which attachments "take" and which don't.
Complicating matters, these to-be-attached files are being assembled through a series of sources--via email PDF attachments, scanning to PDF, exporting to PDF, saving to PDF, and more. I know that saving to PDF can screw things up, but--if the files open by themselves in Reader, shouldn't they be okay? Is there a reason that they then would not open as attachments to another PDF, even if they open as PDFs on their own?
One thing that seems to help is attaching a PDF, immediately opening it through the attachment, then saving the whole document. Then it seems to stick...? But this doesn't really make sense to me.
I hope this is clear. Thoughts, suggestions?

Hi deec6118879,
The reason for this message is that your email client service is using encoding to make the file transfer process faster. When the service decodes at your end, it does not recognize it as PDF.
You might ask the sender to first Zip the PDF file so that you can unzip it at your end or post it somewhere to your website and email you the link.
Then, check again and let me know if this sorts the problem.
Hope to hear from you.
Regards,
Anubha

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Attached PDFs within PDFs sometimes open and sometimes will not....?

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