Difficulty in understanding the connotation of the word

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I thought the word DEMANDING had a negative connotation, but Greg took it as positive. Firstly, why did he take it as a positive word? Secondly, what would be the math strategy for the text completion question if I take it as a negative word?

demanding reader means someone who is very critical(using 2nd definition of critical ) of the text .

depends upon the context

Alright, thank you.