| 100% | IBE | 3 | The Young Rascals' hit "How Can ___ Sure?": 2 wds. |
| 54% | ILOSE | 5 | How can ___? ("This is a sure bet!"): 2 wds. |
| 49% | AGELIMIT | 8 | The youngest you can be and still be allowed to do something: 2 wds. |
| 46% | IBE | 3 | "How can ___ sure?": 2 wds. |
| 44% | ALEXRODRIGUEZ | 13 | Mariners shortstop who, in 1998, became the youngest player to that point to hit 40 homers and steal 40 bases: 2 wds. |
| 42% | ALEXRODRIGUEZ | 13 | Former Yankees infielder who was the youngest player to hit 500 career home runs (2 wds.) |
| 42% | ALEXRODRIGUEZ | 13 | Yankee who's the youngest major leaguer to hit 600 home runs: 2 wds. |
| 41% | MENDA | 5 | The Bee Gees' "How Can You ___ Broken Heart": 2 wds. |
| 40% | GIRLPOWER | 9 | Slogan championing achievement in the young female demographic: 2 wds. |
| 40% | JACKSPARROW | 11 | The Lonely Island hit featuring Michael Bolton: 2 wds. |
| 40% | THEWHO | 6 | English band with the 1967 hit "I Can See for Miles": 2 wds. |
| 40% | JOHNNYNASH | 10 | Reggae star with the 1972 hit "I Can See Clearly Now": 2 wds. |
| 39% | IBE | 3 | "How Can ___ Sure" (1967 hit) |
| 39% | IBE | 3 | "How Can ___ Sure?" (1967 hit) |
| 38% | LEANNRIMES | 10 | Singer who is the youngest ever individual artist to win the Grammy: 2 wds. |
| 38% | SIMONEBILES | 11 | Gymnast who became the youngest Presidential Medal of Freedom winner in 2022: 2 wds. |
| 38% | IFI | 3 | "___ Die Young" (The Band Perry hit song) (2 wds.) |
| 37% | LAMARJACKSON | 12 | 2016 Heisman Trophy-winning quarterback from Louisville, the youngest player to win the award: 2 wds. |
| 37% | BESTSONGEVER | 12 | 44-Across hit single with the lyrics "We knew every line, now I can't remember / How it goes but I know that I won't forget her" (3 wds.) |
| 36% | ANGIETHOMAS | 11 | Author of the young adult novels 30-Across and the upcoming "On the Come Up": 2 wds. |
| 36% | LLEYTONHEWITT | 13 | Australian tennis player who, at 20, was the youngest man to be ranked #1 in singles: 2 wds. |
| 36% | CARLOSALCARAZ | 13 | Spanish tennis player who became the youngest man to be ranked #1, at 19, in 2022: 2 wds. |
| 36% | LLEYTONHEWITT | 13 | Australian tennis player who became the youngest man to be ranked #1, at 20, in 2001: 2 wds. |
| 36% | AGIRL | 5 | "__ Like You": Young Rascals hit |
| 36% | LOVIN | 5 | "Good ___" (1966 Young Rascals hit) |
| 36% | INBED | 5 | Having hit the sack: 2 wds. |
| 35% | IMONFIRE | 8 | Bruce Springsteen hit song with the lyric "Only you can cool my desire" (3 wds.) |
| 35% | EASE | 4 | "How Can I ___ the Pain" (Lisa Fischer Grammy-winning hit) |
| 34% | ONEI | 4 | "You're the only ___ can trust": 2 wds. |
| 34% | GOOUT | 5 | Hit the clubs, for example: 2 wds. |