Potential answers for "Cocksure challenge"

⭐⭐⭐⭐ DAREME
⭐⭐ SMUG
⭐⭐ HARE
⭐⭐ BRAVADO
⭐⭐ ICAN
⭐⭐ BRASH
⭐⭐ SMUGGER
⭐ IPASS
⭐ ARTTEST

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Opposite of drop out   Postgraduate ordeals   "Arrivederci!"