| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Sat, Aug 04, 2007 | 13D | "Over the Rainbow" vocalist Ray | Byron Walden | Shortz |
| Fri, Dec 10, 1999 | 16A | Glenn Miller protégé Ray | Gilbert H. Ludwig | Shortz |
| Fri, Oct 08, 1999 | 4D | Glenn Miller protégé Ray | Nancy Salomon | Shortz |
| Sun, Nov 19, 1995 | 43D | 40's singing brother Ray or Bob | Cathy Millhauser | Shortz |