Copy & Paste pdf docs from 1 email to another and send them, but they all appear same when opened?

Hi All,
I have a user who is using Windows XP Pro & Outlook 2003, and has Adobe Acrobat 7.0.0 Standard.
If she forwards an email with mutiple PDF's attached to a recipient all is OK.
But if she copys and pastes the PDF's into a new email from the original email, and the recipient opens them, all the PDF's are the same document ?
Can anyone assist with this Please?
Thanks in advance.

douglasfromcape town wrote:
The e-mails (that need to be moved) are not in his iCloud. They are on his Mac... I imported them using Thunderbird from Outlook 2007.
I want to move those imported e-mails which are on his Mac to Inbox for his new e-mail account (which should also be on his Mac right? even if it's IMAP... it should still allow e-mails into those folders?).
No, you misunderstand how Imap works. Emails in an Imap account are stored on the Imap server, the local client is synchronized to the server (either on a schedule or using push). If your bosses emails are locally on his Mac then they will have to be sent to the iCloud server in order for them to appear in the iCloud account. That requires an internet journey.
(When you copy from the imported folder to the inbox in Mail that is only the beginning pf the journey, Mail then has to upload whatever you just copied to the server)
The easiest way to do it is as you were doing it, but 21,000 emails are far too many for a one shot transfer unless you have fabulous internet bandwidth, things will fail.
I explained a reliable method for you to use earlier.

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