| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Thu, Mar 11, 2021 | 68A | Jack ___, co-founder and longtime C.E.O. of Twitter | Leslie Rogers | Shortz |
| Sun, Nov 04, 2018 | 42A | Tommy or Jimmy of jazz | Patrick Berry | Shortz |
| Wed, Sep 10, 2014 | 52A | Sinatra's big band leader | Jim Peredo | Shortz |
| Sat, Apr 06, 2013 | 43A | He signed 5-Down in 1940 | Michael Wiesenberg | Shortz |
| Tue, Nov 07, 2000 | 43A | Sinatra employer of the early 40's | David Levinson Wilk | Shortz |