| Answer | Crossword Clue |
|---|---|
| MATTEA | Two-time Grammy winner Kathy |
| LABELLE | Two-time Grammy winner Patti |
| CISSY | Two-time Grammy winner Houston |
| SECADA | Two-time Grammy winner Jon |
| PEABO | Two-time Grammy winner Bryson |
| RICKIE | Two-time Grammy winner .. Lee Jones |
| ENO | Two-time Best Rock Album Grammy winner |
| OBAMA | Two-time Grammy winner in the White House |
| OBAMA | Two-time Best Spoken Word Album Grammy winner |
| MELTORME | Two-time Grammy winner for Best Male Jazz Vocal Performance |
