Add same file to multiple items in Files Column

Is there a way to add the same file to multiple items in the Files Column? For example, I am putting together a Marketing Campaign Planning board which requires attaching design specs to each item. Many of the items have the same design specs, so is there a way to only upload say, the Seventy Poster Specs file, just once and place it in each of the Seventy Poster items without uploading the same file multiple times?

Alternatively, is there a way to copy and paste files between items?