| SIDNEY | With 33-Across Penguins captain who is the second-most recent NHL player to win the Art Ross Trophy twice |
| CONNORMCDAVID | Oilers captain who is the most recent NHL player to win the Art Ross Trophy (for most points in the regular season) twice: 2 wds. |
| MARTINSTLOUIS | Former Lightning captain who is the third-most recent NHL player to win the Art Ross Trophy twice: 3 wds. |
| MICKEYROONEY | Child star who is the second-youngest Best Actor Oscar nominee ever at age 19 for 1939's Babes in Arms: 2 wds. |
| SID | ___ the Kid (rhyming nickname for longtime Pittsburgh Penguins captain Crosby) |
| ORR | Only defenseman to win the Art Ross trophy |
| INHERENTVICE | Second-most recent novel (2009) by 29-Across: 2 wds. |
| NHL | League with the Art Ross Trophy |
| ART | ___ Ross Trophy (award given to the NHL player with the most points in the regular season) |
| WYNJONES | Alun, Welsh rugby union lock and captain who is the alltime most-capped player (3,5) |
| DAREN | Who is the only player to win the Cup twice as captain? (5,5) |
| SAMMY | Who is the only player to win the Cup twice as captain? (5,5) |
| GORDIEHOWE | Six-time winner of the N.H.L.'s Art Ross Trophy, born in Saskatchewan |
| GOOGLE | American technology company of Play Store fame which is the second most valuable brand according to Forbes in 2019 |
| HELIUM | Lighter-than-air gas that is the second-most abundant element in the universe (6) |
| PETESAMPRAS | Tennis player who in 1990 became the youngest player to win the US Open |
| LAMARJACKSON | 2016 Heisman Trophy-winning quarterback from Louisville, the youngest player to win the award: 2 wds. |
| DONBUDGE | US tennis champion who was the first player to win the four Grand Slam tournaments in a single year (3,5) |
| BOBBYFISCHER | In 1972, who became the first US chess player to win the world championship? (5,7) |
| KAKA | Who was the last player to win the Ballon d'Or before a 10-year run of Messi and Ronaldo victories? (4) |
