Historical clue formulations

• One with a debt — 2019-02-11
• One in arrears — 2014-08-02
• --- — 2013-04-18
• One in debt — 2011-10-16
• Short person? — 2010-11-11
• Shy person? — 2006-09-03
• One in debt — 2004-05-02
• One who's in the hole — 2001-03-28
• Deadbeat, e.g. — 1999-11-05
• Chit writer — 1999-05-30
• Collection agent's target — 1998-06-05
• One with creditors — 1998-06-04
• One making markers — 1997-08-09
• One in the red — 1997-01-01
• Debtor — 1995-08-23
• One who charges — 1994-10-27