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apt to (do); liable to; prone to; inclined to; tend to
predominantly; mostly; having lots of
... reaps the rewards; ... takes the prize; ... wins
彼は病気勝ちでとても心配だ。
I'm very worried because he's prone to illness.
忙しいと食事を抜き勝ちになる。
When busy, I tend to skip meals.
冬になると風邪をひきがちなので気をつけている。
I tend to catch colds in winter, so I'm careful.