Thank you Daniel … that sounds good.

   I have emailed to him.
   Regards,
   Stephen Chape
   Mac by choice
   Windows because my employer knew no better

   On 17 Jan 2026, at 3:57 pm, Daniel Kerr via WAMUG
   <[email protected]> wrote:

   Hi Stephen,
   One thing to check is the following -
   1. Go to Mail menu then Settings./ Mail Preferences
   2. Go to Account.
   3. On the left hand side, click on his email account (if he has more
   than one).
   4. On the right hand side click on “Account Information”.
   5. Down the bottom right hand side is a setting “Send large attachment
   with Mail Drop”. - if that is ticked, then it will send links rather
   than an attachment. (For large attachments). So untick it if is on.
   Kind regards
   Daniel
   ---
   Daniel Kerr
   MacWizardry
   p : 0414 795 960
   e : <daniel AT macwizardry.com.au>
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     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
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