| EILISH | First Oscar winner to be born in the 21st century (for Best Original Song) |
| ALPHA | Generation ___, first to be born in the 21st century |
| LEO | "The Revenant" Oscar winner, to fans |
| VICTOR | Some convict organised a winner to be named (6) |
| JAMESBUCHANAN | Last to be born in the 18th century |
| SASHA | White House resident born in the 21st century |
| EISENHOWER | Last US president to have been born in the 19th century |
| 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 |
| NINEDAYS | Titular length of the interview process for souls waiting to be born, in a 2020 Edson Oda film |
| 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) |
| BROKEBACKMOUNTAIN | Couple in the 21st century with Best Director Oscar winners |
| OBAMA | Only US president to win the popular vote twice in the 21st century |
| BARN | Farm building one is exasperatedly said to be born in when said person is lacking proper etiquette or the ability to close a door (4) |
| CAINANDABEL | First two to be born in Garden of Eden? (4,3,4) |
| MIKEDENNESS | The only England cricket captain to be born in Scotland (4.7) |
| EMIL | First name of the first Oscar winner for Best Actor |
| JOHNROBERTS | First Supreme Court justice confirmed in the 21st century (2005): 2 wds. |