@jcarlos, thank you for your feedback! We know that attaching files is an essential part of using Asana and appreciate any input on how to improve that experience.
A few tips:
Have you tried using the “Files” Tab at the top of a Project? You’ll be able to find all the Files attached to Tasks in that Project aggregated in a single place.
We do have an integration with Google Drive that allows you to choose a file directly from the picker in the Task. You can see the hierarchy and organization of files in Drive directly from that picker – for example, if I were attaching a brief, I could see that it was in the Q1 file in Drive when I went to attach it.
If you’re having trouble finding a specific file in Asana, it might be helpful to discuss naming conventions for Asana Tasks. When I think about the flow of trying to find a certain file, I’m actually trying to find a certain Task (to which the file is attached). Making those Task names descriptive and easy to understand might make search for the Tasks (and the files) easier.
Let me know what you think!