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Well, I'm not a painter and you all may throw rocks at me. However, on a personal level, I have one simple criteria when it comes to art and it is totally subjective: Does it move or touch me in some way?
A portrait might move me in terms of the message, the colors, the total scrumptiousness of skin tones (you like that technical term?), the haunting look in a face, the juxtaposition of forms, the interaction between people, the playfulness of highlights on white or sheer clothing, etc, etc. But, it has to move me in some way. Beyond that, on a personal level, nothing else matters.
A recent new member submitted two samples for the approval process. My breath was taken away by one of the samples submitted. I could see the hand wasn't painted perfectly, but that didn't matter to me (please, I'm not saying to those still learning that you should stop perfecting your anatomy abilities) - the way it was painted overall, the look on the subject's face totally moved me.
No doubt, I can be impressed by modern masters of today who have admirable career accomplishments. But, that may only be objective, depending on the artist. And, objective would likely never get me to purchase a painting, unless I just wanted an investment.
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