| Date | Grid | Clue | Author | Editor |
| Mon, May 13, 2019 | 39A | Early railroad tycoon whose nickname is a hint to the starts of 17-, 23-, 51- and 62-Across | Gary Larson | Shortz |
| Sat, Jun 02, 2012 | 53A | Tycoon who was the first person in New York City to own a car | Tim Croce | Shortz |
| Fri, Jul 23, 2010 | 14A | Gilded Age tycoon with a legendary appetite | John Farmer | Shortz |
| Thu, Nov 12, 2009 | 1A | Tycoon who was reputedly the first person in New York City to own an automobile | Brendan Emmett Quigley | Shortz |
| Sun, Nov 02, 1997 | 64A | Gay Nineties bon vivant | Nancy Nicholson Joline | Shortz |