Normally you do not want to reaffirm debts. Reaffirming the debt will make you legally responsible for the debt. You can still pay on the debt without reaffirming the debt. If you are paying on the debt there is probably no reason to reaffirm the debt.
I'm not actually sure what you mean by "my management company failed to reaffirm" if the agreement is signed by both parties and you have continued to acknowledge and pay the debt, then I wouldn't waste the time or money to reopen the case.
Once your case is discharged, you are not eligible to reaffirm a debt. In most instances, reaffirming has nothing to do with keeping the property by continuing to make the ongoing payments.
Ask your lawyer.This is handled differently in different locations. Technically, you cannot reaffirm after the discharge is entered. Some Judges will allow it, anyway, so it depends on the District. (I assume that the case was a personal one, not a corporate case for the management company, which would not need a reaffirmation).
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