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Answer:
INAHOLE
Possible Questions:
Stuck
Trapped
Hard up
Strapped
Behind the eight ball
Having debts
Stymied
Having trouble
Financially strapped
Struggling
Having debt
Owing too much money
Owing too much
Not solvent
Having serious debts
Having money problems
Financially compromised
Down at the casino
Burdened with debts
Burdened with debt
Alice in Chains "Down ___"