Moshe prayed Hashem again and again to enter Eretz Yisroel. Hashem had said No, and then said No again. Why did Moshe continue his attempt?
The Medrash portrays two servants of the king who were misbehaving. The king became annoyed and decreed that they receive no meat or wine for a month. One said “I anyways don’t care for meat and wine. I won’t eat them for three years if you please!” The other fellow was distressed; he beseeched the king to lower the sentence, and to allow him meat and wine earlier.
Which of the two honored the king more? Certainly the second chap. The first sneered at the king’s punishment!
So too, by asking again and again Moshe was showing that he cared about not going into Eretz Yisroel, it was meaningful to him, and he was therefore praying Hashem again and again to remove it. He was honoring Hashem each time!
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