Hi Stephen, I do use Mail on my Mac Studio and I always drag my PDF/JPEG/WORD files from a temp. folder on my desk top to my email, and so far have not had any problems.
P.S. I do put the files I want to send in my TEMP folder first, I do this for convenience sake and also to prevent me from sending the wrong files. As mentioned above I write my email then simply drag the files from the Temp folder to the email. Once I know the email and its attachments have gone I clean the Temp folder. P.P.S. Have you tried to BCC the email and its contents back to you and see the results? I you step-son is already doing this , then possibly there is something in the Mail Settings, but I’m not aware of it. Best Regards, Philippe Chaperon On 16 Jan 2026, at 10:18 am, STEPHEN CHAPE via WAMUG <[email protected]> wrote: Hi folks. My step-son has the following issue with Mac Mail. Just wondering if anyone has any ideas please ? He used the “Attach File” option in Mail to send several PDF files to his insurer. He was later informed that the email “attachments” were not actual PDF files, but links to download them. Due to the insurer’s security policies, their staff are not permitted to access such links, and he was asked to resend the documents as email attachments. Unfortunately, despite numerous attempts, none of the online guidance he found enabled him to do this successfully. Is anyone aware of any method or process that allows Mail to attach the actual files themselves, rather than download links? Regards, Stephen Chape Mac by choice Windows because my employer knew no better -- The WA Macintosh User Group Mailing List -- Archives - <https://www.mail-archive.com/[email protected]/> Guidelines - <http://www.wamug.org.au/mailinglist/guidelines.shtml> Settings & Unsubscribe - <https://lists.wamug.org.au/mailman/listinfo/wamug>
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