Fics like From Riches to Rags

If Bruce wasn't so busy investigating the Red Hood, he might have realised that, while Jack Drake is in a coma and Tim is grounded from patrol, Drake Industries goes broke. Overnight, the Drakes lose everything, leaving Tim without a cent to his name. Jason, meanwhile, cannot believe that the Bats haven't noticed yet that something is obviously wrong with the Replacement. * It’s weird, being poor. At the moment, Tim has precisely eleven dollars to his name. Drake Industries, gone. Their assets, gone. His trust fund, being used to pay for his father’s hospital bills. The house is gone, too. That's okay. Tim is okay. Sometimes, though, he lies awake at night, and he can’t help but wonder. Does Bruce know? He definitely doesn’t, obviously. But, does he?

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