| Date | Grid | Clue | Author |
|---|---|---|---|
| Friday, April 26, 2013 | 18A | No-handed skateboarding trick | Michael Ashley |
| Sunday, February 3, 2013 | 85A | Puppet of old TV | Dan Schoenholz |
| Sunday, September 18, 2011 | 32D | Basic skateboarding trick | Josh Knapp |
| Friday, June 17, 2011 | 19A | Disney animator Johnston who received the National Medal of Arts | Paula Gamache |
| Tuesday, May 24, 2011 | 50D | Friend of Kukla | Michael Blake and Andrea Carla Michaels |
| Saturday, April 30, 2011 | 11D | Dragon puppet (3) | Frederick J. Healy |
| Sunday, June 27, 2010 | 90D | Half of an old comedy duo (3) | Michael J. Doran |
| Monday, May 24, 2010 | 61A | Stan's pal in old films | Bob Johnson |
| Tuesday, August 25, 2009 | 64A | Colonel North, informally | Bob Johnson |
| Monday, August 10, 2009 | 47D | One-toothed dragon of old children's TV | Paula Gamache |
| Sunday, May 24, 2009 | 24A | North of Virginia (8) | Elizabeth C. Gorski |
| Thursday, January 8, 2009 | 12D | N.F.L. Hall-of-Famer Matson | Joe DiPietro |
| Tuesday, September 4, 2007 | 26D | Half an old comedy duo | Manny Nosowsky |
| Saturday, August 4, 2007 | 4D | Hardy one? | Byron Walden |
| Wednesday, July 11, 2007 | 16A | Stan's partner in old films | Patrick Merrell |
| Monday, January 22, 2007 | 51D | Kukla, Fran and ___ | C. W. Stewart |
| Saturday, October 22, 2005 | 50A | Little, bespectacled owl of the comics | Patrick Berry |
| Monday, July 18, 2005 | 2D | Stan's partner in old comedy | Randy Sowell |
| Wednesday, February 2, 2005 | 32D | Kukla's puppet pal | Richard Leva and Nancy Salomon |
| Monday, November 1, 2004 | 16A | Stan's sidekick in old comedy | Kendall Twigg and Nancy Salomon |
| Thursday, October 7, 2004 | 30D | Man with Stan, familiarly | Patrick Merrell |
| Tuesday, September 21, 2004 | 15A | North of talk radio | Andrea Carla Michaels |
| Sunday, August 1, 2004 | 120A | North of Virginia (8) | Randolph Ross |
| Tuesday, May 25, 2004 | 67A | Stan's foil, in old films | Richard Chisholm |
| Tuesday, January 6, 2004 | 12D | Pal of Kukla and Fran | Kent Lorentzen |
| Thursday, November 20, 2003 | 60A | Half of an old comedy duo (3) | Manny Nosowsky |
| Tuesday, October 8, 2002 | 14A | Stan's partner in comedy (2) | Sherry O. Blackard |
| Tuesday, September 17, 2002 | 32D | Stan's partner in comedy (2) | Steven Dorfman |
| Saturday, August 3, 2002 | 43D | Stan's pal (2) | Patrick Berry |
| Thursday, January 10, 2002 | 33A | Dragon puppet (3) | Alex Vaughn |
| Monday, June 4, 2001 | 62A | Stan's slapstick partner | Patrick Jordan |
| Thursday, March 15, 2001 | 8D | Football Hall-of-Famer Matson (2) | Cathy Millhauser |
| Monday, June 5, 2000 | 45D | Half of an old comedy duo (3) | William A. Ballard |
| Sunday, June 20, 1999 | 103D | Stan's man | Manny Nosowsky |
| Wednesday, October 21, 1998 | 12D | North of Virginia (8) | Matt Gaffney |
| Sunday, July 12, 1998 | 100D | Stan's pal (2) | Henry Hook |
| Sunday, February 15, 1998 | 27A | One of a comical pair | Rich Norris |
| Sunday, May 4, 1997 | 27D | North of Virginia (8) | Manny Nosowsky |
| Monday, March 31, 1997 | 68A | Stan's partner, for short | Janet R. Bender |
| Sunday, December 1, 1996 | 120A | North of Virginia (8) | D. J. Kahn |
| Sunday, October 27, 1996 | 115A | North of Virginia (8) | N. N. Joline |
| Thursday, October 24, 1996 | 62A | Name in puppetry | M. S. Maurer |
| Monday, August 5, 1996 | 41A | Politico North | F. Piscop |
| Wednesday, July 10, 1996 | 56A | Kukla's pal | Diane C. Baldwin |
| Tuesday, April 2, 1996 | 14A | Kukla and Fran's partner | G. E. Paul |
| Friday, March 15, 1996 | 61A | North of Virginia (8) | A. J. Santora |
| Monday, January 15, 1996 | 14A | Dragon of puppetry | Gregory E. Paul |
| Sunday, October 15, 1995 | 76D | One in a fine mess? | Mel Rosen |
| Wednesday, September 27, 1995 | 54D | Kukla's friend | David J. Kahn |
| Wednesday, August 16, 1995 | 28D | Dragon puppet (3) | Judith Perry |
| Friday, July 21, 1995 | 43D | Football Hall-of-famer Matson (2) | Matt Gaffney |
| Tuesday, June 27, 1995 | 62A | North from Virginia | Diane C. Baldwin |
| Monday, June 5, 1995 | 14A | Mr. North, informally | Gregory E. Paul |
| Monday, May 29, 1995 | 39A | Friend of Fran | Bernice Gordon |
| Sunday, January 8, 1995 | 48A | North of Virginia (8) | Nancy Nicholson Joline |
| Monday, December 26, 1994 | 63A | Stan's friend, in old films | Gregory E. Paul |
| Sunday, December 18, 1994 | 48D | Burr Tillstrom puppet | Manny Nosowsky & Bob Klahn |
| Wednesday, December 1, 1993 | 33D | North, of Irangate | Tap Osborn |
27 results for OLLIE from older pre-Shortz puzzles.
| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Sunday, October 10, 1993 | 72D | Kukla's co-star | Charles M. Deber | Taub |
| Wednesday, October 21, 1992 | 30D | TV dragon | Richard Silvestri | Maleska |
| Tuesday, September 22, 1992 | 60A | Stan's pal | Norma Steinberg | Maleska |
| Sunday, July 21, 1991 | 108A | TV dragon | Virginia Yates | Maleska |
| Sunday, June 2, 1991 | 2D | Partner of Stan | Timothy S. Lewis | Maleska |
| Sunday, April 14, 1991 | 45D | Lt. Col. North, to friends | Jane S. Flowerree | Maleska |
| Wednesday, October 24, 1990 | 63A | Hardy or North | Eugene T. Maleska | Maleska |
| Tuesday, June 5, 1990 | 42D | Stan Laurel's pal | Patterson Pepple | Maleska |
| Monday, March 26, 1990 | 27D | North nickname | Sidney L. Robbins | Maleska |
| Monday, February 26, 1990 | 57A | Stan's pal | Sidney L. Robbins | Maleska |
| Wednesday, February 7, 1990 | 51D | Stan's sidekick | Betty Jorgensen | Maleska |
| Sunday, October 1, 1989 | 92D | Hardy, to Laurel | John Greenman | Maleska |
| Monday, October 17, 1988 | 33D | Kukla, Fran and ___ | Thomas Bohm | Maleska |
| Thursday, June 23, 1988 | 37A | North or Hardy | Rhonda Kraus | Maleska |
| Saturday, June 4, 1988 | 2D | Stan's pal | Richard Silvestri | Maleska |
| Sunday, April 10, 1988 | 137A | Stan's pal | William Canine | Maleska |
| Wednesday, December 2, 1987 | 30D | Stan's pal | Harold B. Counts | Maleska |
| Sunday, October 11, 1987 | 76D | Kukla pal | Alan Arbesfeld | Maleska |
| Tuesday, December 2, 1986 | 42A | Kukla's friend | John Greenman | Maleska |
| Monday, March 10, 1986 | 15A | Kukla's pal | Shirley Soloway | Maleska |
| Thursday, October 17, 1985 | 9D | A friend of Kukla | Kathryn Righter | Maleska |
| Monday, September 16, 1985 | 21D | Partner of Kukla and Fran | Burns | Maleska |
| Sunday, April 14, 1985 | 21A | Stan's pal | Bert H. Kruse | Maleska |
| Monday, September 24, 1984 | 14A | Stan's pal | Harold B. Counts | Maleska |
| Tuesday, August 28, 1984 | 51A | Friend of Kukla | Shirley Soloway | Maleska |
| Monday, March 26, 1984 | 16A | Kukla's pal | Sidney L. Robbins | Maleska |
| Thursday, August 4, 1983 | 50D | Stan's partner | Eugene T. Maleska | Maleska |