I, you, etc. can't win

(one) can't win

1. One is unable to find or create any success; one has been constantly and thoroughly defeated, bested, belittled, etc., in recent times. So Mary divorced John after their company went under, and then his mother died a week later? Man, that guy can't win lately. That's the third manuscript to be rejected by the publishers. I guess I just can't win.
2. One cannot please someone or everyone. The kids aren't happy if they don't have the same fancy gadgets as their friends, and my wife's not happy if I buy the things for them—I can't win! First he criticizes me for spending too much time at home, then he criticizes me for being away too often with my friends. I just can't win with him.
See also: win
Farlex Dictionary of Idioms.

I, you, etc. ˌcan’t ˈwin

(spoken) whatever you do, you cannot succeed completely or please everyone: If I spend time with Phil, Jane’s unhappy. If I spend time with her, he’s jealous. I just can’t win. ▶ ˌno-ˈwin adj. (of a situation, policy, etc.) that will end badly whatever you decide to do: They’re in a no-win situation at the moment. Whatever they do, someone criticizes them.
See also: win
Farlex Partner Idioms Dictionary
See also:
  • (one) can't do right for doing wrong
  • (one) can't win for trying
  • drive (one) out of office
  • force (one) out of office
  • force out of office
  • give (one) (one's) head
  • give head
  • give somebody their head
  • give someone their head
  • cooking for one