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| Date | Grid | Clue | Author |
|---|---|---|---|
| Monday, July 9, 2012 | 11D | Jeans brand with a question mark in its logo | C.W. Stewart |
| Tuesday, December 27, 2011 | 50D | Take a stab | John Dunn |
| Monday, November 28, 2011 | 25D | Twenty questions attempt (2) | Andrea Carla Michaels |
| Friday, May 27, 2011 | 46D | "___ again!" (2) | Ashton Anderson |
| Monday, October 25, 2010 | 55D | "___ who?!" | Jonah Kagan |
| Tuesday, September 16, 2008 | 34A | 20 Questions turn (2) | Michael Langwald |
| Sunday, February 11, 2007 | 92A | One can be educated | Mark Feldman |
| Monday, April 3, 2006 | 67A | Surmise | Lynn Lempel |
| Friday, March 17, 2006 | 29A | Something ventured | John Farmer |
| Tuesday, May 20, 2003 | 56D | Conjecture | Peter Abide |
| Tuesday, October 8, 2002 | 64A | 20 Questions turn (2) | Sherry O. Blackard |
| Tuesday, September 17, 2002 | 31D | "You'll never ___!" | Steven Dorfman |
| Saturday, June 30, 2001 | 8D | Shot | Frank Longo |
| Friday, August 25, 2000 | 47A | "___ again!" (2) | Elizabeth C. Gorski |
| Thursday, June 25, 1998 | 11D | Riddler's challenge | Stanley B. Whitten |
| Sunday, July 28, 1996 | 92D | It can be wild | N. S. Wizer |
| Sunday, September 17, 1995 | 59D | Calvin Klein competitor | Stanley Newman |
| Monday, June 26, 1995 | 13D | Twenty questions attempt (2) | Sidney L. Robbins |
1 result for GUESS from Variety puzzles.
| Date | Type | Grid | Clue | Author |
|---|---|---|---|---|
| November 26, 2000 | diagramless | 39D | Shot | Peter Gordon |
9 results for GUESS from older pre-Shortz puzzles.
| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Tuesday, August 31, 1993 | 51A | Surmise | James L. Beatty | Maleska |
| Sunday, August 23, 1992 | 63D | Infer | Arthur S. Verdesca | Maleska |
| Wednesday, July 1, 1992 | 47A | Take a stab at | Gayle Dean | Maleska |
| Thursday, April 18, 1991 | 10D | Conjecture | Betty Jorgensen | Maleska |
| Sunday, December 13, 1987 | 53D | Stab | Louis Sabin | Maleska |
| Tuesday, February 26, 1985 | 50D | Surmise | Judith Perry | Maleska |
| Monday, July 30, 1984 | 48D | Conjecture | Jeanne Wilson | Maleska |
| Friday, March 4, 1983 | 36A | Surmise | Ernst Theimer | Maleska |
| Thursday, February 17, 1983 | 22D | Speculate | Joel D. Lafargue | Maleska |