回答
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get into the habit of losing
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become a losing habit
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losing has become a habit
「負け癖が付く」= get into the habit of losing/become a losing habit/losing has become a habit
スポーツの話によく使われている表現です。↑
例えば、
The team has got into the habit of losing.
(チームは負け癖が付いた。)
He is finding it difficult to break the losing habit.
(彼には負け癖を直すのは難しい。)