There are not many things our customers do complain about. But this feature could be improved :-)
If you upload a file like a signed contract (in this case the orange circle) and need it 5 months and thousands of emails later you would expect to find it immediately by clicking on "files" in the red circle.
But images from the signatures are also counted as attachments and files. So Pipedrive knows that I uploaded 1 file, but shows me tons of email images. And this makes the search for the needed files a time consuming event.
There are several ways to fix this. Doesn't matter which one you choose but this should be fixed soon. The longer you work with Pipedrive, the more data you collect. So the thing is getting worse every day ;-)