There's plenty to go around. This isn't the only guy sending out automated DMCA notices. They've infamously been sent to networked printers, which were misidentified as part of a torrent swarm by some bot.

There are also more than a few people who fill out Google's DMCA form and list the infringing work as their own work, which is pretty weird too. One time I saw, it might have even been intentional, as the guy appeared to be trying trying to remove his own logo from Google images.

You might be surprised how much you can learn about what's going on on the web if you trawl through the Chilling Effects list of DMCA notices.

Unfortunately, the question is whether or not it makes it any less effective (and I mean in a total sense not purely legal)...

DMCA being used explicitly for censorship of free speech was one of the repurcussions that was warned of before it was introduced.