Ethan Mollick has just produced an (ironically, literally) beautiful illustration of these issues by asking DALL-E to generate data visualizations in the style of famous artists:

https://twitter.com/emollick/status/1552361947336777728?s=10&t=24mCvXFtX_HkizSN7Yd7RA

The meta part is that these aren't visualizations of pre-specified data, and one might contemplate the two-headed problem (qua Scott's post) of training and then asking DALL-E to produce the most intelligible visualization of a specified table of numbers done like Monet, using, say, Tufte's books as the intelligibility training set, with his pro and con examples. Intelligibility and Monet-ness seem like independent criteria for data visualization, so what might result? And what about Dalí, whose styles doesn't seem independent.

I was also wondering about an analogous task for written language, e.g. what is the clearest form of the Miranda warning in the style of Shakespeare? Or of Lin-Manuel Miranda (no pun intended)?

Both of these seem to tug at the complexity of an AI doing what's asked versus doing what's desired.