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The best ones have to be super observant and set aside their prejudices of what a caricature is supposed to look like, because everyone in real life looks completely different and you have to capture the individual's style and personality to be good.
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This last one is from another magazine but it's good too.
I wish more animation cartoonists applied some of the kind of thinking that caricaturists have to do in their work. I don't mean literally drawing human caricatures into cartoons. They'd be impossible to animate. No, I mean being more observant and breaking out of making cartoons based solely on other cartoons, instead of scouring the world with your eyes and brain, on the constant lookout for new things to make cartoons about and new ways to design characters that aren't just rehashes of well-known overused animation styles.
Getting your pencil to tap into your own view of the world instead of being a slave to certain habitual flicks of the wrists that always produce the same shapes and stories.