Definition of I or he, she, etc. can't win in English:

I (or he, she, etc.) can't win

informal There is no course of action will bring success or please people.
More example sentences
  • Second, you can't win with an irrational critic like Bowers.
  • We know how difficult it is, but you only make it harder for yourself if you go down with the attitude that you can't win.
  • In this kind of ethical dilemma you can't win; damned if you do, damned if you don't.
See parent entry: win

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Word of the day anomalous
Pronunciation: əˈnɒm(ə)ləs
adjective
deviating from what is standard, normal, or expected