Files can be uploaded to Clipps by clicking the gear at the top of the Clipp and choosing Upload. You can add a file from your computer, or choose from the ones you've already uploaded to Clipparoo.
Additional upload features are available in Brandboards.
Watch a video about File Management (with a focus on Brandboards).
Please note: This video will include references to "Client Pages" - this is an old name for Brandboards.