| OAKLEAF | And 23 US military decoration of bronze or silver awarded to anyone who has won a given medal before (3,4,7) |
| OAKLEAFCLUSTER | US military decoration of bronze or silver awarded to anyone who has won a given medal before |
| LOUIS | and 23: US jazz trumpeter (5,9) |
| HELL | "___ is other people" (Sartre line that's relatable to anyone who has worked a service job) |
| OAKSLEAF | A maple's leaf is a symbol of Canada; an ...' . ... (with three acorns) is a US military decoration (3'1,4) |
| SERMON | The limits to nomenclatures in a roundabout way comes as a lesson to anyone who hears it (6) |
| AGILITY | Silver, awarded to the Italian technology department at the end of the day, for their nimbleness |
| DURAG | "Anyone who has ever worn a ___ spells it '___,'" per a 2018 New York Times article |
| DORKS | "Known ___" (ClickHole list that includes Lin-Manuel Miranda, Yoda, and "anyone who has ever read a comic book") |
| PURPLEHEART | US military decoration given to those wounded or killed while in service (6,5) |
| MONTGOMERIE | Colin ___, Scottish golfer who has won a record eight European Tour Order of Merit titles |
| COLIN | .-.. Montgomerie. Scottish golfer who has won a record eight European Tour Order of Merit titles (5) |
| MESSI | Lionel ___ Argentinian soccer player who has won a record-setting seven Ballon d'Or trophies |
| HOPEDIAMOND | Since it was mined in 17th-century India, this cursed gem is said to bring misfortune to anyone who owns it |
| MANICURE | Worker from old police force retires in Ireland - anyone who has had a nail-biting experience will appreciate it (8) |
| HEART | 'Purple - - - - -', hosta and cornflower cultivars and US military decoration (5) |
| MIDIS | Soccer star who has won a record eight Ballon d'Or awards |
| LIONELMESSI | Argentine footballer who has won a record eight Ballon d'Or awards (6,5) |
| AGASSI | US tennis star who has won a career Grand Slam |
| METHENY | Pat _, US jazz guitarist who has won a Grammy in 10 categories (7) |