These are the illustrations I did for You Might Be a Zombie & Other Bad News.
This one was the original illustration to a piece on what a loony bastard Aaron Burr was. Cracked's lawyers got really nervous about it because Scooby Doo was a show that was last drawn in 1978 and here we were plainly acknowledging it existed. I don't want to presume I know more about satire laws than people who spent 7 years studying it, but I have a stack of MADs in my room that show why you have absolutely nothing to fear with this kind of thing.
Even after changing those Great Dane ears to labrador flaps, coloring it red, and giving it an Uncle Sam goatbeard, they didn't want to risk it, so we moved on and I got paid twice (hooray for litigation!)
Alexander Hamilton is the subject of something like 4% of my commissioned illustrations. It's kind of freaky.