When I hit "choose file" there is no popup to select from.
I'm on safari Version 14.0.2 (14610.3.7.1.10)
You have lots of pictures on your home page, so I can't imagine why you can't attach them to a classified.
Maybe clear out your cookies and reboot your computer and see if that helps? If not, try another browser. If none of that helps, then I'm out of ideas.
I just checked your classified ad and there are pictures on it. I presume that you fixed the problem after you reported it.
'Gibson TB 11 for sale' 6 hrs