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Slonimer this is very much me. I listen to or go to shiurim I find interesting and basic. I used to listen to shiurim that were so complicated I never walked away with anything. Now I only listen to simple digestible shiurim, usually on tikkun hamiddos. It is not a good feeling doing homework with my gemara learning son but with an English translation I get by and BH he’s getting good report cards.
“What should he do?” well if you really earnestly want to learn from seforim (in original) the only answer is not to get discouraged that it isn’t going at the rate and speed you want and little by little with yegiya and hasmada continue working at it. what else is there to do?
I sense you have a similar feeling to me that if you aren’t a gaon olam that knows shas, shulchan aruch with the nosei keilim, Rambam and all halacha/mussar sforim you’re basically an oisvorf and its all futile. If you read that sentence out loud though you’ll see you disagree with it and it answers your questions.
Hatzlacha and may we all go m’chayil l’chayil