| 100% | MANANA | 6 | “___ Iguana” (Bobby McFerrin song) |
| 93% | WORRY | 5 | "Don't ___, Be Happy" (1988 Bobby McFerrin song) |
| 65% | BEHAPPY | 7 | Bobby McFerrin sings "Don't Worry, __" |
| 65% | BEHAPPY | 7 | Advice from Bobby McFerrin |
| 65% | SCAT | 4 | Improvise like Bobby McFerrin |
| 62% | XXXXX | 5 | Bobby of song |
| 62% | BEHAPPY | 7 | Bobby McFerrin's "Don't Worry, ___" (2 wds.) |
| 62% | BEHAPPY | 7 | Advice in a Bobby McFerrin title |
| 61% | BLUEVELVET | 10 | Colorful Bobby Vinton song |
| 58% | MACK | 4 | Bobby Darin song about the Knife |
| 56% | MASH | 4 | "Monster ___," song by Bobby Pickett |
| 56% | KEITH | 5 | ___ Jarrett, award-winning pianist and composer who inspired Bobby McFerrin |
| 54% | DERE | 4 | "Dat ___" (jazz song by Bobby Timmons) |
| 53% | BLUEONBLUE | 10 | Colorful Bobby Vinton album (and hit song) |
| 52% | OUT | 3 | "Sing ___ America!" PBS TV special where Bobby McFerrin performed with Judy Collins |
| 51% | MCGEE | 5 | "Me and Bobby ___," song covered by Janis Joplin |
| 50% | STYLO | 5 | Gorillaz hit song featuring Bobby Womack and Mos Def |
| 49% | CEDARFUNNYLITTLECLOWN | 21 | 1964 Bobby Goldsboro song for tree fanciers? |
| 48% | THELAW | 6 | In the song, Bobby Fuller fought it, and it won |
| 47% | MASH | 4 | "Monster ___," 1962 song by Bobby Pickett with Halloween-inspired dance moves |
| 46% | GRAMMY | 6 | ___ Lifetime Achievement Award, honor given to Bobby McFerrin in 2023 for his outstanding contribution to music |
| 45% | STREET | 6 | "Across 110th ___," song by Bobby Womack that is about New York City |
| 45% | ROCK | 4 | What Bobby Helms says "Jingle Bell" does, in a 1957 Christmas song? |
| 45% | MANHATTAN | 9 | Most densely-populated NYC borough with Times Square and Central Park, and the birthplace of Bobby McFerrin |
| 44% | DONT | 4 | "___ Worry, Be Happy" (Bobby McFerrin hit) |
| 44% | BEHAPPY | 7 | “Don’t Worry, —” (Bobby McFerrin hit) |
| 44% | MONTEGO | 7 | __ Bay, Bobby Bloom song about Jamaican city |
| 44% | MONSTERMASH | 11 | Bobby "Boris" Pickett song that a vampire or werewolf might sing on Halloween?: 2 wds. |
| 44% | JANISJOPLIN | 11 | Singer whose 1971 song "Me and Bobby McGee" hit #1 posthumously: 2 wds. |
| 42% | SPLISH | 6 | Sound in a Bobby Darin song title |