Question 1
Every morning, Rajeev spends an hour alone drawing a portrait from a photograph in the dayüs newspaper to improve his portraiture skills (skills drawing a portrait). Yet, despite a year of practice, his drawing skills do not seem to improved. Why might simply practicing a portrait a day not yield an improvement?
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It's not deliberate practice.
It might be that there's no informative feedback and remedial training for him to correct his errors and to improve his skill.
Lack of deliberate practice, to say, always practice a general and broad task set without pinpointing where exactly is not good.
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People generally can't improve to a higher level without some figure telling them what that higher level is/looks like. For all we know, Rajeev is drawing stick figures and thinks them pretty good. He needs someone/something to evaluate him and tell him what parts of his portrait need improving on so that he can practice those particular aspects.