Why would you share random files with strangers? Is it a unique marketing plan? Is it artsy? Or is it just yet another random thing in the universe? You pick.
Meanwhile, if you want to try it yourself you can find a Dead Drops location on the site or even go boldly forth and stick a USB port outside yourself.
About Dead Drops, cut and pasted from the site:
‘Dead Drops’ is an anonymous, offline, peer to peer file-sharing network in public space. USB flash drives are embedded into walls, buildings and curbs accessable to anybody in public space. Everyone is invited to drop or find files on a dead drop. Plug your laptop to a wall, house or pole to share your favorite files and data. Each dead drop is installed empty except a readme.txt file explaining the project. ‘Dead Drops’ is open to participation. If you want to install a dead drop in your city/neighborhood follow the ‘how to’ instructions and submit the location and pictures.
Would you do it? You could leave a few pages of whatever you are writing, with a link back to your blog or your email address, to get feedback. This is taking a chance that the person who replies is being sincere but most people are. At the very least it would be an interesting experience, something to write about.
Of course, being Canadian, I checked to see what Dead Drops are here. I found them in Toronto, Ottawa and Montreal. The ones that surprised me were in Kitchener, Thamesford and Winnipeg. Not one in Vancouver.