My friend said he was doing good at the casino the day before, so when we met the next day I was surprised he had lost it all.
I say: Oh wow, I took "doing good" as you won.
Is what I said OK?
No. You can say: Oh wow, I took "doing good" as meaning that you were winning. Properly, your friend should have said that he or she was "doing well".
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No. You can say:
Oh wow, I took "doing good" as meaning that you were winning.
Properly, your friend should have said that he or she was "doing well". "doing good" is used in informal speech by some speakers.
Rather than "you won" I suggest "you were winning."
"You won" means he is finished gambling and came out ahead. He probably kept playing.
And he may have been winning, at the time he talked to you. Then he started losing and by the time you saw him, he'd lost it all.