| UWE | Filmmaker Boll who boxed (and defeated) five of his harshest critics |
| HUSSITE | Member of a group who defeated five consecutive papal crusades between 1420 and 1431, taking their name from a Bohemian reformer martyred in 1415 (7) |
| ADDINGTON | I had to pick up my dad and five of his friends who had got drunk in the Nag's Head in Liskeard (9) |
| EDWARDIV | Richard, Duke of York's son who reigned twice as king of England and defeated Henry VI in the Wars of the Roses (6,1,1) |
| LAPITHS | Thessalian people of Greek mythology who fought and defeated the Centaurs at the wedding of Pirithous and Hippodamia (7) |
| NEILSIMON | The Odd Couple playwright who had five of his Broadway comedies directed by Mike Nichols: 2 wds. |
| RIOOLYMPICS | Where Michael Phelps won the last five of his 23 gold medals |
| RIO | Where Michael Phelps won five of his gold medals |
| ERIC | U.S. speedskater ___ Heiden broke records in all 5 of his events in 1980 (4) |
| HANNIBAL | General who crossed the Alps with elephants and defeated the Romans (8) |
| CHOPFALLEN | Dejected and defeated by first piece of food |
| EDWARDII | English king overthrown by his wife and defeated by Robert the Bruce (6,1,1) |
| MATCHSTICK | It's boxed and flares up when struck (10) |
| AARON | ___ Carter I Want Candy rapper who boxed former NBAer Lamar Odom in 2021 |
| KARDASHIAN | Kim ___ media personality who boxed trainer Tamara Frapasella in 2009 |
| DONNY | ___ Osmond Pyramid host who boxed wrestler Danny Bonaduce in 1994 |
| WILLIAMS | Barry ___ The Brady Bunch actor who boxed wrestler Danny Bonaduce in 2002 |
| GERVAIS | Ricky ___ After Life comedian who boxed British TV personality Grant Bovey in 2002 |
| YOUANDIVAN | Reply to Stalin's "Who are Russia's harshest rulers?"? |
| EVEREST | Mountain that's the world's highest and harshest, with the top hidden (7) |
