Potential answers for "Bankrupt, say"

⭐⭐⭐⭐ RUIN
⭐⭐⭐ OWED
⭐⭐⭐ LOSEEVERYTHING
⭐⭐⭐ LOSE
⭐⭐ SOUND
⭐⭐ AMES
⭐⭐ ENRON
⭐⭐ FAIL
⭐⭐ FOLD
⭐⭐ SANK

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Words after break or shake   Times of one's life: Abbr.   "___ out?" (question to a pet)