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.
Despite doing so much practice, there is no one to give Rajeev feedback on his errors and remedial training based on that feedback. So while Rajeev is practicing a lot, he is not doing deliberate practice which focuses on correcting his errors and then improving 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.