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Feif un: Do you think the person who stands in the coffee room all day is likely to bother with a shiur when there’s no pressure (social or otherwise) on him to attend? I am sure you have seen what happens to some people very shortly after leaving a beis midrash environment. And if you haven’t, be happy, because it is very very sad to see.
squeak: I agree that the person I describe is clearly not doing what Hashem wants for 23.5 hours a day. But because of our support he will at least be doing what Hashem wants for .5 hours a day- and not just anything, but limud haTorah. What bigger zchus can you find than putting causing someone who otherwise might not learn at all in a position where he is learning at least a little.
Also, I’m sure you will agree that we won’t make a decision based on our natures but rather on what will elevate us above it.