Potential answers for "Sure to end badly"

⭐⭐⭐⭐ NOWIN
⭐⭐ SHORE
⭐⭐ NOLOSE
⭐ AEGEAN
⭐ AEGEANSEA
⭐ FLANKER
⭐ BRA
⭐ IMADEIT
⭐ TIE

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Bygone bringers of blocks   Crooks, in slang   Lady, e.g.