| JOHNROBERTS | First Supreme Court justice confirmed in the 21st century (2005): 2 wds. |
| SONIASOTOMAYOR | Third Supreme Court justice confirmed in the 21st century (2009): 2 wds. |
| SAMUELALITO | Second Supreme Court justice confirmed in the 21st century (2006): 2 wds. |
| ALITO | First Supreme Court justice alphabetically, past or present |
| ORDAINED | Confirmed in the ministry (8) |
| CHICAGO | The only musical to have won the Oscar for Best Picture in the 21st century (7) |
| LETITGO | First Disney song to reach the top 5 on Billboard in the 21st century |
| WOOTTON | Small town in Wiltshire, recognised for its role in military funeral repatriations in the 21st Century (5,7,7) |
| ROYAL | Small town in Wiltshire, recognised for its role in military funeral repatriations in the 21st Century (5,7,7) |
| BASSETT | Small town in Wiltshire, recognised for its role in military funeral repatriations in the 21st Century (5,7,7) |
| ALPHA | Generation ___, first to be born in the 21st century |
| OBAMA | Only US president to win the popular vote twice in the 21st century |
| TWO | Number of championships won by the Boston Celtics in the 21st century |
| GISELEBUNDCHEN | Brazilian supermodel who wore the bejeweled Victoria's Secret Fantasy Bra in in 2000 and 2005: 2 wds. |
| STEVEMARTIN | Father of the Bride actor who won the Mark Twain Prize for American Humor in 2005: 2 wds. |
| RAYCHARLES | Soul singer whose posthumous album "Genius Loves Company" topped the charts in 2005: 2 wds. |
| FRANKROBINSON | Orioles Hall of Famer who received the Presidential Medal of Freedom in 2005: 2 wds. |
| LIZAMINNELLI | Cabaret star who received the GLAAD Vanguard Award in 2005: 2 wds. |
| TIGERWOODS | 2019 Masters champion who had last won the tournament in 2005: 2 wds. |
| GEORGELUCAS | Star Wars director who received the AFI Life Achievement Award in 2005: 2 wds. |