Bob Mankoff lives and breathes cartoons. He’s drawn many himself — he’s had a contract with The New Yorker for more than 30 years and, in 1997, he became the magazine’s cartoon editor. It’s now his job to sift through the 1,000 or so “idea drawings” (as they’re called within The New Yorker‘s walls) that are submitted each week — and decide upon the 17 or so that will make it into print. As Mankoff explains in great detail in his TED Talk, he has a keen idea of what works within the context of the cerebral pages of his magazine. And he’s built up a stable of his own favorite drawings over the years.
We asked Mankoff to do the unthinkable and reveal in public some of the cartoons he finds perennially delightful. With typical good humor, he not only did so, but added his own wry commentary on why exactly he deems these cartoons perfectly New Yorker-worthy. Here, in chronological order, his top eleven. Enjoy.
“This is how humor works out, by bringing together two different things that usually don’t go together,” Mankoff says. “Usually, revolutionary Che Guevara is the T-shirt, but it turns out he admires another icon, Bart Simpson, a rebel in his own way. There’s a tiny bit of disparagement here; Che is a little downcast. But Bart wearing Che wouldn’t be funny.” Matt Diffee, February 2, 2004.
“This is a wonderful example of bringing together two different levels of association, with a tiny bit of disparagement against the French, which is always enjoyable,” says Mankoff with a wink. “Normally it’d be a Swiss army knife but here it’s French so it’s all corkscrews. It’s saying they like wine, which isn’t too bad. It’s not saying they’re not inveterate alcoholics. For the viewer, there’s the little cognitive thrill of putting things together.” Michael Crawford, September 10, 2001.
“This is about the unbridgeable gulf between what each of us wants and how to interpret another’s feelings,” says Mankoff. “It’s a wonderfully complicated sentence, and we understand it transfers to the very complicated psychological dimensions that separate them from each other.” Bruce Eric Kaplan, October 26, 1998.
“Cartoons are either in the realm of reality or fantasy. Everything about this can’t possibly happen; it defies logic and reality and yet it leads to hilarity,” says Mankoff. “‘Fusilli’ sounds like an Italian piece of pasta, but they’re both crazy, because they’re pieces of pasta. Is that Rigatoni calling? I don’t know, but it’s one of my all-time favorites.” Charles Barsotti, November 21, 1994.
“This is a great cartoon, really, because it’s humor that is meaningful and absolutely true,” says Mankoff. “If we look at the obituaries and see our own age there, it’s chilling.” Roz Chast, October 25, 1993.
“You can’t go wrong with stupidity,” says Mankoff wryly. “When in doubt, make fun of an idiot.” He relents: “But this is done in a lovely way, it’s a lovely drawing. The guy who’s doing this stuff is dumb, but the cartoon is clever.” Jack Ziegler, July 11, 1988.
“This is so poignant, and I picked it to show off the range of New Yorker cartoons,” Mankoff explains. “It doesn’t work like the others, it really has mixed resonance. Mick is a saxophonist, and the cartoon shows off a barren landscape which is broadly symbolic. It’s not funny, but to me it’s about life without art. This is something that could only have appeared in The New Yorker.” Mick Stevens, December 17, 1979.
“This is a simply perfect cartoon; it’s perfectly constructed,” says Mankoff. “We have no empathy or sympathy for the pain-in-the-ass old biddy. Then there’s this guy, this shoe salesman, bringing out hundreds of shoes. We think he’s reaching for another black shoe and it turns out he’s reaching for a gun. But this is important: we know he’s not going to kill her. If he shot her, it’d be horrible. This is fantasy, not reality.” Chon Day, December 14, 1946.
Want more on the making of New Yorker cartoons? Watch the adorable TED-Ed lesson “Inside a cartoonist’s world” from Liza Donnelly, as she walks you through the stages every cartoon goes through, from idea to finish.