Hi Shay,
Trello already allows you to add attachments directly from File Explorer (on Windows) or Finder (on Mac), which you can read about here. When you attach files from your Computer, you are browsing through File Explorer/Finder to choose which files to attach.
We also have the ability to attach files from OneDrive, which is a Power-Up.
Hope this answers your question.
Cheers,
Alex
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