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The Haflaah in Sefer Panim Yafos, Parshas Bo, says that a kashyeh comes from Heavenly Intervention, siata dishmaya. He gives a parable to a simple person who received a diamond. He did not know what to do with it but he liked gold. He goes to a goldsmith to cover it in gold. He was not the best expert, so he left some holes. The simple person only sees the gold but the smart person sees the diamond underneath the gold. The Chasam Sofer explains the means of being mechadesh something. All chidushim lie in the Torah hidden but they need to be revealed through a kashyeh. I explained according to this the comparison to the Torah the sweetening of the bitter well with a bitter tree. Sometimes someone learns a piece of gemora being so confused that he can’t even ask a kashyeh. He receives the siyata dishmaya and now he is able to ask a kashyeh but without an answer it is still bitter. When an answer comes to mind, it becomes sweet.