| 100% | LOOKBEFOREYOULEAP | 17 | He who hesitates is lost, but also... |
| 76% | LOOKBEFOREYOULEAP | 17 | "He who hesitates is lost, but ..." |
| 63% | OLDSAW | 6 | "He who hesitates is lost," e.g. |
| 63% | MAXIM | 5 | "He who hesitates is lost," e.g. |
| 63% | OLDSAW | 6 | "He who hesitates is lost," for one |
| 53% | HES | 3 | He who ___itates is lost |
| 47% | WHO | 3 | "He ___ hesitates is lost" |
| 43% | HEWHO | 5 | ''__ hesitates is lost'' |
| 42% | KANYEWEST | 9 | About whom Obama said "He is a jackass. But he's talented" |
| 39% | HENRYFORD | 9 | He who wrote History is bunk |
| 39% | VOLDEMORT | 9 | He Who Must Not Be Named |
| 38% | RONALDINHO | 10 | Brazilian footballer who lost Coca-Cola as a sponsor after he was caught drinking Pepsi in a news conference |
| 38% | JENNIFERLOPEZ | 13 | Singer who was nominated for a Grammy for Best Dance Recording in 2000 but lost to Cher: 2 wds. |
| 38% | MOIRAROSE | 9 | "Schitt's Creek" character who says, "What you did was impulsive, capricious, and melodramatic, but it was also wrong" |
| 38% | TENDERLY | 8 | He who handles a nettle __ is soonest stung |
| 37% | TRAVISSCOTT | 11 | Rapper who was nominated for a Grammy for Best Rap Album in 2019 but lost to Cardi B: 2 wds. |
| 37% | TAYLORSWIFT | 11 | Singer who was nominated for a Grammy for Best New Artist in 2008 but lost to Amy Winehouse: 2 wds. |
| 37% | WALDO | 5 | He was lost in books |
| 36% | ONCE | 4 | "I ___ was lost, but now am found" ("Amazing Grace" lyric) |
| 36% | MAO | 3 | He who said "A revolution is not a dinner party" |
| 36% | OTHELLO | 7 | He who “loved not wisely but too well” |
| 36% | DAD | 3 | He might also be called "Pops" |
| 35% | FRENEMIES | 9 | Allies who are also rivals |
| 35% | EROS | 4 | He is also known as Cupid and Amor |
| 35% | JOHNWAYNE | 9 | He was also known as Marion Mitchell Morrison |
| 35% | OAF | 3 | One on whom subtlety is lost |
| 35% | REAGAN | 6 | President who was also a sportscaster |
| 35% | FRENEMIES | 9 | Besties who might also be worsties? |
| 34% | SHEER | 5 | That woman may hesitate but is transparent |
| 34% | HAL | 3 | ___ Jordan who is also known Green Lantern |