| 100% | ANKA | 4 | Paul ___, "Times of Your Life" singer who cowrote "This Is It" with Michael Jackson |
| 69% | ANKA | 4 | Canadian singer Paul who cowrote "This Is It" with Michael Jackson |
| 43% | KELLIEPICKLER | 13 | "Best Days of Your Life" singer who won "Dancing with the Stars" season 16 (2 wds.) |
| 43% | KELLIEPICKLER | 13 | "Best Days of Your Life" singer who won Season 16 of "Dancing With the Stars" (2 wds.) |
| 37% | ANKA | 4 | "Times of Your Life" singer |
| 37% | KACEYMUSGRAVES | 14 | "Follow Your Arrow" singer who is one of Time's 2022 Women of the Year: 2 wds. |
| 36% | MIRROR | 6 | Michael Jackson is "starting with the man in" this |
| 36% | TITO | 4 | Michael Jackson's brother who was part of the "Jackson 5" |
| 35% | ANKA | 4 | "This Is It" singer Paul ___ |
| 35% | AGE | 3 | Time of your life? |
| 35% | AGE | 3 | Time of your life |
| 35% | BONO | 4 | U2 singer who is a former Time Person of the Year |
| 35% | BONO | 4 | Rock singer who was a Time co-Person of the Year |
| 35% | GEORGE | 6 | ___ Michael, English singer who was a member of Wham! before having a successful solo career with hits like "Faith" |
| 34% | PAUL | 4 | I co-wrote "This Is It" with Michael Jackson and also composed the theme for "The Tonight Show Starring Johnny Carson" |
| 34% | AGE | 3 | Time of your life, in years |
| 34% | BONO | 4 | U2 singer who was one of Time's 2005 Persons of the Year |
| 34% | HARRYSTYLES | 11 | "As It Was" singer who was honored with the People's Choice Award for The Male Artist of 2022 (2 wds.) |
| 33% | AGE | 3 | The time of your life |
| 33% | AGE | 3 | The time of your life? |
| 33% | ICE | 3 | This will send a chill down your spine, if you put it on your spine, of course |
| 33% | ROD | 3 | ___ Stewart, "Baby Jane" singer who is one of the best-selling artists of all time |
| 33% | BRADY | 5 | Wayne ___, "Whose Line Is It Anyway?" comedian who won season two of "The Masked Singer" |
| 33% | ENYA | 4 | One-name Irish singer who sang "May It Be" for "The Fellowship of the Ring" |
| 33% | STEPHEN | 7 | With 34-Across, "A Brief History of Time" author who is an atheist |
| 33% | THRILLER | 8 | One-word Michael Jackson album that is #3 on Billboard's Greatest of All Time Albums |
| 33% | ANGELA | 6 | With 33-Across, German leader who was Time's 2015 Person of the Year |
| 32% | PAULANKA | 8 | Co-writer of Michael Jackson's posthumous hit "This Is It" |
| 32% | HAVE | 4 | I hope you __ the time of your life |
| 32% | PENN | 4 | "No Myth" singer Michael who is the brother of an Oscar-winning actor |