| NICKBERRY | Singer with the 1986 hit Every Loser Wins (4,5) |
| IGGYPOP | Lust For Life performer whose current album is Every Loser (4,3) |
| EVERY | ___ Loser Wins, Nick Berry song (5) |
| DIANAROSS | Singer of the 1986 hit Chain Reaction (5,4) |
| EUROPE | Geographically named band with the 1986 hit "The Final Countdown" |
| CONTINENT | "Hit every ___" (what "The White Lotus" creator Mike White said he'd like to do with the forthcoming seasons of his show; they've already done North America, Europe, and Asia) |
| TOTO | Band with the 1986 hit album "Fahrenheit" |
| BERLIN | Geographically named band with the 1986 hit "Take My Breath Away" |
| ANITA | Baker with the 1986 hit "Sweet Love" |
| MDS | Force ___ (R&B group with the 1986 hit "Tender Love") |
| SALTNPEPA | "Foodie" rap group with the 1986 debut album "Hot, Cool & Vicious": Hyph. |
| PETERCETERA | Singer with the 1986 No. 1 hit "Glory of Love" |
| BFALCO | Singer with the 1986 #1 hit "Rock Me Amadeus" |
| DEBURGH | Singer of the 1986 hit The Lady in Red, Chris -- ----- (2,5) |
| SADE | Singer with the 1986 #1 album "Promise" |
| COUNTDOWN | 1986 hit for Europe, "The Final ..." (9) |
| APRILFOOL | 1986 hit for Canadian band Chalk Circle: 2 wds. |
| RUN | With 41-Across, group with the 1986 hit "My Adidas" |
| RABBITT | Eddie with the #1 country hit "Every Which Way but Loose" |
| RAY | Sugar ___ (band with the 1999 hit Every Morning) |