Someone who puts great effort into achieving small, unimportant objectives (e.g. drop shotting to get a quick kill, studying for a quiz, etc.) and often fails in the process, thus creating more embarrassment, due to the fact that they tried incredibly hard.
Brandon Pugh is a textbook example of a try hard. He consumes his leisure hours scanning and memorizing his Physical Science textbook; he is then later scolded for knowing completely nothing about it, and failing all his quizzes. This then reduces him to a completely monotonous, often suicidal facial expression, which indeed points out his try hardness.
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