Potential answers for "College or casino woes"

⭐⭐⭐⭐ DEBTS
⭐⭐⭐ EMPTYNESTS
⭐⭐ RIVIERA
⭐⭐ KENO
⭐ KENTSTATE
⭐ PSAT
⭐ IVY
⭐ GATOR
⭐ ETON

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Kitchen item with a grid   Kind of derrick   Parody, perhaps