| Date | Grid | Clue | Author | Editor |
| Mon, Dec 11, 2023 | 64A | Olympic sled | Luke K. Schreiber | Shortz |
| Sun, Feb 09, 2020 | 92A | Sled supinely | Brian Kulman | Shortz |
| Thu, May 02, 2019 | 24A | Olympics event since 1964 | Julie Bérubé | Shortz |
| Sat, Oct 20, 2018 | 49A | Olympic racer | Ben Gross and James Somers | Shortz |
| Sat, Nov 19, 2016 | 37D | Olympic event with singles, doubles and team relay | Mary Lou Guizzo and Jeff Chen | Shortz |
| Thu, Nov 03, 2016 | 3D | Olympics racer | Mel Rosen | Shortz |
| Thu, Aug 18, 2016 | 52D | Olympic racing event | Parker Lewis and Jeff Chen | Shortz |
| Sun, Aug 30, 2015 | 36D | Winter Olympics sport | Lee Taylor | Shortz |
| Wed, Aug 19, 2015 | 40D | Olympic downhill event | Timothy Polin | Shortz |
| Mon, Apr 14, 2014 | 8D | Olympic sled | Gareth Bain | Shortz |
| Sun, Dec 29, 2013 | 46D | Downhill sport | Joel Fagliano | Shortz |
| Wed, Jan 26, 2011 | 30D | Race in a chute | David Murchie | Shortz |
| Mon, Feb 02, 2009 | 56D | Sled at the Winter Olympics | Damon J. Gulczynski | Shortz |
| Fri, Nov 30, 2007 | 1D | Olympics item ... or the winning word in the 1984 National Spelling Bee | Henry Hook | Shortz |
| Wed, Aug 30, 2006 | 10D | Winter Olympics event since 1964 | Kyle Mahowald | Shortz |
| Mon, Oct 10, 2005 | 68A | Olympic sled | Holden Baker | Shortz |
| Sun, Nov 21, 2004 | 76A | Spill producer | Kumar Balani | Shortz |
| Fri, Oct 01, 2004 | 30D | Olympic racer | Bob Peoples | Shortz |
| Tue, Dec 23, 2003 | 60D | Winter Olympics sport | Mike Torch | Shortz |
| Sun, Apr 07, 2002 | 117D | Racer on ice | Nancy Salomon | Shortz |
| Sun, Feb 03, 2002 | 7D | Bob's cousin? | Richard Silvestri | Shortz |
| Tue, Nov 27, 2001 | 24A | Olympic sled | Ed Early | Shortz |
| Thu, Aug 30, 2001 | 62A | Fast sport | Cathy Millhauser | Shortz |
| Tue, May 01, 2001 | 34D | Winter Olympics vehicle | Stanley Newman | Shortz |
| Tue, Feb 06, 2001 | 60D | Downhill racer | Sherry O. Blackard | Shortz |
| Sun, Jan 14, 2001 | 115D | Go downhill fast? | Nancy Salomon | Shortz |
| Sun, Dec 12, 1999 | 47D | Bob's cousin | Richard Silvestri | Shortz |
| Thu, Oct 23, 1997 | 58D | Winter sport | Frances Hansen | Shortz |
| Wed, Oct 16, 1996 | 16A | Olympic vehicle | B. Gordon | Shortz |
| Mon, Dec 18, 1995 | 42D | Racing sled | Randall J. Hartman | Shortz |
| Fri, Nov 24, 1995 | 41A | In this race, the runners are always behind | Bob Klahn | Shortz |
| Mon, Jun 12, 1995 | 55A | Winter Olympics event | Robert Zimmerman | Shortz |
| Sun, Mar 19, 1995 | 33D | Lillehammer event | Alex K. Justin | Shortz |