Related Clues:
- Reading out of letters hasn't paid off
- Has loans out
- Gets a Venmo request, say
- Needs to remit
- Is in the hole financially
- Carries a negative balance
- Has unpaid debts
- Needs to pay back
- Has yet to pay back
- Is shy, so to speak
- Old Wesley is in the red?
- Is under obligation
- Must settle up with
- Is behind, maybe
- Becomes a debtor