I don’t know if this is the easiest way, but it has worked well for me. I have a folder on my computer set up to be accessible from the local network. When I need to put some files on the deck, I switch it into desktop mode where I have a shortcut to the network folder. Then I just take the files out and put them wherever I need them on the deck.
I would recommend finishing Hundreds of Beavers. The beginning is pretty slow, but it starts picking up later and really becomes a strange spectacle by the end.