> I have conflicted feelings about this. Is it really a "mistake" if you don't understand some subtle context about artwork that would not be clear to the casual reader either? Or, as an art critic, is it your responsibility to be aware of all these subtexts, so you can educate your readers about them?
Why shouldn't they know? Are you concerned that it is too high a standard? They are professionals. When you hire a mathematics tutor, shouldn't the tutor understand the subtitles of math? When you hire an engineer, shouldn't they know the subtleties of the issue they were hired to handle?
> More broadly, does great art have to be immediately striking and accessible?
Art can't be required to be anything at all, and as soon as you impose requirements, some artist will no doubt find a way to challenge them (like good hackers ;) :D ). But of course, much of it isn't immediately striking and accessible.
> If a piece of art resonates only with people who share the artist's context (like the mentioned punning pronunciation of "boy" in a given dialect), can a critic lacking that context review it, or a viewer appreciate it?
I get the question, but first, we can't make blanket statements about it: "can" someone appreciate it? Who knows? It depends on the artwork, the person, how much time they have, maybe the lighting and the information they find (including from the critic), etc. People aren't prisoners of their contexts - we all are necessarily very limited by our short lives, but we can learn. I know more about the world than what I've directly experienced. The choreographer Mark Morris said,
"I don't think everything's for everybody. I like that people specialize and have specific interests. I like the idea that people remain curious; I like to say that my work is not for everyone, it's for anyone."
One major effect or benefit of much artwork is to see the world through someone else's eyes - someone with great vision, observation, and skill in conceiving and communicating what they see, who has thought deeply and worked for many hours on how to say this one thing.
You can (if you wish) forget what you bring into the room - the artist doesn't know you, they didn't create this with you in mind - and dive into a totally alien point of view and personality, one that does not respect or understand you at all, one that isn't pulling punches for your sensitivities. It's a personal conversation with this creative, thoughtful person, someone creative, has thought deeply, and expresses themselves in highly creative ways - but who is completely unaware of you. You can stand right next to them, observe them closely, walk around them, explore, leave and come back, stalk them (the artwork) obsessively, and it's not even rude. It's a good way to get out of yourself; it's space where you can be deeply, disturbingly challenged, and consider and reconsider, in perfect external safety without anyone knowing, if you wish.