I have the book (memoir) that this article is about. It's a fun read (yes it mentions the Seinfeld episode about how incomprehensible some of the cartoons are); my favourite part is the chapter about the New Yorker cartoon caption contest, which mentions difficulties judging it, things that don't work, and the first/only celebrity to win it (Roger Ebert, https://www.rogerebert.com/roger-ebert/the-new-yorker-no-the... https://www.rogerebert.com/features/yes-i-won-the-new-yorker... https://www.rogerebert.com/features/many-of-my-losing-entrie...)