| OAKLEAF | & 23A 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 |
| CAROL | & 23A US actress-comedian who played Miss Hannigan in 1982 family film Annie (5,7) |
| 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 |
| 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 |
| MANICURE | Worker from old police force retires in Ireland - anyone who has had a nail-biting experience will appreciate it (8) |
| HOPEDIAMOND | Since it was mined in 17th-century India, this cursed gem is said to bring misfortune to anyone who owns it |
| HEART | 'Purple - - - - -', hosta and cornflower cultivars and US military decoration (5) |
| PURPLEHEART | Oldest US military decoration still in use, first awarded by George Washington in 1782 (6,5) |
| 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 |
| RAFAELNADAL | Spanish tennis player who has won a joint record 22 Grand Slam men's singles titles (6,5) |
| WEISMULLER | He won five gold medals before appearing as Tarzan in a series of movies |