| OMI | He topped the chart with Cheerleader (3) |
| HARRY | _ Styles, topped the chart with As It Was (5) |
| STARR | He topped the '73 charts with his "Photograph" |
| ERNIEELS | He topped the 2003 and 2004 European Tour Order of Merits (5,3) |
| ARIANA | _ Grande, recording artist topping the chart with her Positions (6) |
| MOMMY | Busted!: Back in 1952, a boy named Jimmy Boyd hit number one on the chart with his song of seeing this woman kissing Santa Claus |
| ENIGMATIC | Obscure switching it in game with cheerleader (9) |
| PISTOLWHIP | Hit using firearm with cheerleader (6-4) |
| ONE | Single topped the chart, we hear (3) |
| ASH | He topped Empire's list of The 100 Best Horror Movie Characters (3) |
| PEP | ___ rally (event with cheerleaders) |
| PIE | Pressure that's off the chart? (3) |
| MAP | Am going back to find parking on the chart (3) |
| BTS | K-pop band with the chart-topping song "Dynamite" |
| ELLA | _ Henderson, topped the chart in 2014 with Ghost (4) |
| SHAWN | _ Mendes, topped the chart in 2019 with Senorita (5) |
| WETWETWET | British soft rock band who topped the charts with Love Is All Around in 1994 (3,3,3) |
| BANDIT | Clean _, topped the chart in 2018 with 'Solo' ft. Demi Lovato (6) |
| OCEAN | British singer who topped the charts with 'When the Going Gets Tough, the Tough Get Going' in 1985 (5,5) |
| BILLY | Trinidad-born singer who topped the charts with When the Going Gets Tough, the Tough Get Going in 1986 (5,5) |
