I'm surprised we haven't heard of anyone running an AI on Donald Knuth's books to generate the largest collection of checks in existence...
I only managed to get one check (for an error and a point of improvement) for _very_ minor points in _Digital Typography_ which was facilitated by my having been fascinated by typography since reading Oscar Ogg's _The 26 Letters_ and his cousin Warren Chappell's _The Living Alphabet_ when I was 8 or so.