https://community.quicken.com/discussion/7867159/faq-how-do-i-post-a-screenshot-in-the-community-from-windows
https://community.quicken.com/discussion/7663259/faq-how-do-i-post-a-screenshot-in-the-community-from-a-mac
Please save images to files of file type PNG, JPG, or GIF only. They're easier to work with than PDF files.
That should give us some information to start troubleshooting with.