| BLACKDOG | Name, during Queen Anne's reign, for a bad shilling; or, a metaphor, popularised by Winston Churchill, for depression or melancholy (5,3) |
| CASABLANCACONFERENCE | In which January 1943 meeting, named after the city in which it was held, did Roosevelt and Churchil |
| OLDCOIN | English shilling or Portugese escudo |
| COIN | Shilling or groat? (4) |
| FLORIN | Which former unit of currency was worth two shillings, or 20 cents (6) |
| CROWN | Old British coin worth five shillings; or, the old French ecu (5) |
| EXCHANGE | Swap over shillings or sixpences, say |
| ASPIRANT | Would-be creating a name during a short burst of effort (8) |
| TENNYSON | Alfred, Lord -; a Poet Laureate during Queen Victoria's reign (8) |
| JOHNRUSSELL | Prime Minister who served two separate terms during Queen Victoria's reign (4,7) |
| FLAT | Shoe with a low heel or no heel; type of toy soldier, such as any one of those collected by Winston Churchill; a punctured tyre; or, an apartment (4) |
| DISRAELI | Prime minister during Queen Victoria's reign |
| IGNORE | Reign for nothing or disregard the whole thing |
| VICTORY | Lord Nelson's flagship at the Battle of Trafalgar; or, a word quoted several times by Winston Churchill in a speech (7) |
| JAWJAWNOTWARWAR | Paraphrase of a line in a speech in 1954 by Winston Churchill (3-3,3,3-3) |
| POST | The Washington __, paper that made its name during the Watergate scandal (4) |
| REDS | Team that briefly changed its name during the 1950s to appease McCarthyites |
| RAINFOREST | Said to reign for rest in area of tropical vegetation |
| ERA | Victoria's reign, for example |
| MAYQUEEN | Might she reign for just over four weeks? (3,5) |