Adrian Tomine's New Yorker cover is called "Crossroads." He was interviewed about it on the New Yorker's website.

When asked how being a father affects New York living, he says, “We live in a notoriously kid-centric neighborhood, so it’s not like I’m walking around, gritting my teeth, and thinking, Oh, the sacrifices I make for this kid! Most of the things that become difficult or impossible when you have kids, I was never really into anyway.” As for the teeth-gritting moments? “You can definitely drive yourself crazy thinking about the cost of living here, but I try to remind myself that the monthly check I send off is giving me access to a lot of great things beyond our apartment.

Adrian has a book of his New Yorker and other NY-themed illustrations, called New York Drawings. Here's an excerpt.

Adrian Tomine's Crossroads