Remember, you can get damages, so you can cash by suing, not just remove the material.
Probably not if the scraper and his servers are in a foreign country that doesn't comply with your country's legal orders. Which is often the case, because they know the law, too.
Re: the fonts, I think maybe you're barking up the wrong tree here, but that might actually be good news. I have a feeling fonts are going to be treated like software downloads, not content. If someone resells your software or music creation download, they are "pirating" not plagiarizing.
So you may want to forget the DCMAs and trying to get Google to kill their Adsense accounts, and instead just report these sites to Google as piracy sites. The US Congress has made some noise about Google "allowing" piracy sites to rank well, and while Google correctly argued that they cannot be expected to prevent that from happening, they certainly have a duty to try to do something after they've been made aware it's happening. That MAY be all it takes to get these sites out of Google completely.
I suggest you do some research about both methods of protecting your downloads from being resold, and about what to do when that's already happened. Approach it as if you are selling software or MP3s, and you might get much more helpful answers on this.