| GERRITCOLE | Pitcher who signed a $324 million contract with the Yankees in 2019: 2 wds. |
| AARONJUDGE | Right fielder who signed a $360 million contract with the Yankees in 2022: 2 wds. |
| ALEXRODRIGUEZ | Third baseman who signed a $275 million contract with the Yankees in 2007: 2 wds. |
| GLAVINE | Pitcher who signed record $34 million deal in 1997 |
| SOTO | Juan ___, baseball superstar who signed a 15-year, $765 million contract with the New York Mets in December 2024 |
| KEVINDURANT | NBA player, now with the Phoenix Suns, who signed a lifetime endorsement deal with Nike in 2023: 2 wds. |
| INGLES | Australian basketballer who signed a $US14 million, one-year contract extension with NBA team Utah in 2019 (6) |
| RIBBENTROP | German Nazi foreign minister who signed a non-aggression pact with Molotov, his Russian counterpart, in 1939 (10) |
| MOLOTOV | Vyacheslav, Soviet foreign minister who signed a pact with Germany in 1939 (7) |
| ASTROS | Conquerors of the Yankees in a 2015 wild-card game |
| BABE | Ruth, who signed a historic Yankee contract in 1920 |
| GUINNESS | Arthur ---, Irish brewer who signed a 9,000-year lease for the St. James's Gate Brewery in Dublin on New Year's Eve 1759 (8) |
| ARIEL | Mermaid who signed a potentially unenforceable contract with Ursula |
| ADU | Freddy who signed a Major League Soccer contract at age 14 |
| TYLER | President who signed a bill to annex Texas on his third-to-last day in office |
| PADRES | They played the Yankees in the 1998 World Series |
| HAL | Steinbrenner who took over the Yankees in 2010 |
| METS | Team that plays the Yankees in the Subway Series |
| YOGIBERRA | Catcher whose #8, once worn by his mentor, former catcher Bill Dickey, was retired by the Yankees in |
| TORRE | His number "6" was retired by the Yankees in 2014 |
