Did not I weep ... - Job here appeals to his former life, and says that it had been a characteristic of his life to manifest compassion to the afflicted and the poor. His object in doing this is, evidently, to show how remarkable it was that he was so much afflicted. “Did I deserve,” the sense is, “such a hard lot? Has it been brought on me by my own fault, or as a punishment for a life where no compassion was shown to others?” So far from it, he says, that his whole life had been distinguished for tender compassion for those in distress and want.
In trouble - Margin, as in Hebrew, hard of day. So we say, “a man has a hard time of it,” or has a hard lot.