| 100% | IPOD | 4 | With 57-Across, digital music player that replaced the Mini |
| 45% | TIM | 3 | With 10-Across, player that the Broncos replaced with Peyton Manning |
| 43% | NANO | 4 | iPod model that replaced the Mini |
| 43% | NANOS | 5 | Players that replaced Minis |
| 42% | NANO | 4 | Small iPod model that replaced the Mini |
| 41% | ANDTHEOSCAR | 11 | With 57-Across, phrase that introduces the winner at the 15-Across 16-Across |
| 40% | PING | 4 | With 57-Across, game that includes the starts of 17-, 29-, 48- and 64-Across |
| 38% | NEGRONI | 7 | Cocktail that replaces the soda in an Americano with gin |
| 37% | IPODNANO | 8 | Apple music device that replaced a mini version |
| 37% | IPODS | 5 | Old Apple music players like the Mini and Shuffle |
| 36% | POINT | 5 | With 68 Across, player often running the offense |
| 36% | OTIS | 4 | With 72 Across, the King of Elevator Music? |
| 35% | ROCKETMAN | 9 | 2019 music biopic that tells the story of how 17-Across began collaborating with 27-Across |
| 35% | WALKMAN | 7 | Old-timey Sony music player that you played all your mixtapes on, back in the day |
| 35% | RUDOLPHTHE | 10 | With 57 Across, a more accurate way to describe the guy who works the mother of all night jobs? |
| 35% | POLITICAL | 9 | With 57-Across, the theme of this puzzle |
| 35% | CDS | 3 | Music recordings that have largely been replaced by digital downloads: Abbr. |
| 35% | GREEK | 5 | The short letters that the four longest Across answers end with |
| 34% | GHOST | 5 | With 13 Across, chilis that are among the world's hottest |
| 34% | NEWCOKE | 7 | 1980s flop that was quickly replaced with the "Classic" |
| 34% | BIO | 3 | With 57-Across, exam that might ask about mitosis |
| 34% | ITS | 3 | With 57-Across, welcome words when the check arrives |
| 34% | IPOD | 4 | Digital music player |
| 34% | IPODS | 5 | Digital music players |
| 34% | PLAYOFF | 7 | With 15 Across, growth for many a player pursuing the Stanley Cup |
| 34% | DARK | 4 | With 12 Across, period that followed the fall of the Roman Empire |
| 33% | KAL | 3 | With 57-Across, co-star in the "Harold & Kumar" film series |
| 33% | PENNY | 5 | With 57 Across, small-time |
| 33% | SLICED | 6 | With 57-Across, deli offering ... or a hint to the circled letters |
| 33% | ARTISTS | 7 | With 57-Across, creative getaway, and a hint to the circled letters |