Client: Please send the image as a jpg attached to your email, not pasted in word or pages.
I do exactly this. I would never send an image in a Word file, but whatever.
Client: Please add a jpg, the designer needs it attached to the email.
Me: I did, but here it is again.
Client: Please read the guidelines for submission.
Me: I honestly did exactly that, but I will send it using WeTransfer, just to be sure.
Turns out they forwarded the email to the designer but forgot that attachments don’t automatically forward as well. The designer finally downloaded the image through WeTransfer because they sent a link.