Rabbi Yosef Shlomo Kahaneman was once asked by a young man if he could go to college in the hope of achieving some Jewish goal (I forget which).
Rabbi Kahaneman answered he could not support him. Imagine a performer extending a rope at a great height and walking across. We cannot encourage him as he starts; his quest is suicidal. But if he manages to get across, he will be honored as a hero. The lesson is clear.
I don’t know the accurate details, and it’s just a story. Yes, tight-rope walking is likely included in the Noda Beyehuda’s dispensation of dangerous work for a livelihood. College? Perhaps he saw no way of dissuading the man entirely.
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Whatever happens won’t be your fault either. He made his decision, and מסייע אין בו ממש.