Hello sunmoonlight,
Thanks for that info and for choosing the Apple Support Communities. If we understand correctly, you are unable to email statements from your accounting software on your Mac, as the PDF attachment doesn't work as expected. First, try running First Aid on your hard drive with the built in Disk Utility tool, as this can correct simple issues like you're experiencing.
How to repair a Mac disk with Disk Utility How to repair a Mac disk with Disk Utility - Apple Support
Next, use safe mode to start up your Mac as it does the following things:
- Verifies your startup disk and attempts to repair directory issues, if needed
- Loads only required kernel extensions
- Prevents Startup Items and Login Items from opening automatically
- Disables user-installed fonts
- Deletes font caches, kernel cache, and other system cache files
Log in to your user account and test the issue while in safe mode and then restart normally and test the issue again. This will help us narrow down this issue further.
How to use safe mode on your Mac - Apple Support
Cheers!