Hmm, yeah. Everyone makes mistakes. The thing is, if she kept getting in debt without change or care, that would be a deal breaker. If she was just in debt from some mistake or some mishap happened and hasn't been able to get out of it yet, then it's not that big of a deal.
“Anna, my strong, terrifying Anna.” -Cas
"You lack the requisite spine and testicular fortitude to study under me" -Elodin