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My personal situation has undergone some substantial changes since I submitted applications. Unfortunately, I did not write a "Why X" everywhere I should have. Would it be acceptable to send a late "Why X"?

A lot of people send a Why X or an extra LOR later on, especially if they haven't heard anything from the school or got waitlisted. Pretty sure you send them directly to the admissions office at the school, though, not to LSAC.