| Date | Grid | Clue | Author | Editor |
| Thu, Oct 17, 2019 | 40A | Old debts | Randolph Ross | Shortz |
| Mon, Apr 15, 2019 | 2D | Behind in payments, after "in" | Patrick Blindauer and Samuel A. Donaldson | Shortz |
| Sun, Jul 03, 2011 | 3D | Bad thing to be in | Pete Muller | Shortz |
| Mon, Jul 09, 2007 | 16A | Behind on payments, after "in" | Peter A. Collins | Shortz |
| Thu, Jun 21, 2007 | 43D | Payments might be in it | John Sheehan | Shortz |
| Sun, Apr 30, 2006 | 106A | Bad state to be in | Elizabeth C. Gorski | Shortz |
| Thu, May 01, 2003 | 49A | What payments may be in | Gilbert H. Ludwig | Shortz |
| Sun, Nov 18, 2001 | 90D | Amount owed | Jim Page | Shortz |
| Mon, Oct 30, 2000 | 10D | Money owed | Gregory E. Paul | Shortz |
| Sat, Jul 10, 1999 | 41D | They may be paid with interest | Rich Norris | Shortz |
| Fri, Oct 16, 1998 | 61A | Outstanding debt | Martin Ashwood-Smith | Shortz |
| Mon, Sep 05, 1994 | 21D | Debts | Julian Ochrymowych & Amy Goldstein | Shortz |
| Fri, Aug 05, 1994 | 2D | In ___ (behind) | Daniel R. Stark | Shortz |
| Sun, Jan 02, 1994 | 29A | State of being late | Brian G. Tyler | Shortz |