| SHAKEITOFF | 2014 Taylor Swift song that was just the 22nd ever to debut atop the Billboard Hot 100: 3 wds. |
| SHAPEOFYOU | 2017 Ed Sheeran song that was the 27th ever to debut atop the Billboard Hot 100: 3 wds. |
| IMTHEONE | 2017 DJ Khaled song that was the 28th ever to debut atop the Billboard Hot 100: 3 wds. |
| WHATDOYOUMEAN | 2015 Justin Bieber song that was just the 23rd ever to debut atop the Billboard Hot 100: 4 wds. |
| PILLOWTALK | 2016 Zayn song that was just the 25th ever to debut atop the Billboard Hot 100 |
| BLANKSPACE | 2014 Taylor Swift song which starts "Nice to meet you, where you been?" (5,5) |
| GOODASHELL | 1-Across single that hit #3 on Billboard's Hot 100: 3 wds. |
| CANTSTOP | With 21-Across, 2016 Justin Timberlake song that was the 26th ever to debut atop the Billboard Hot 100: 2 wds. |
| CARRIEUNDERWOOD | First country artist to debut atop the Billboard Hot 100 chart |
| MEANTTOBE | Bebe Rexha and Florida Georgia Line song that was #3 on Billboard's 2018 Year-End Hot 100: 3 wds. |
| YOUARENOTALONE | Michael Jackson song that was the first ever to debut at #1 on the Billboard Hot 100 |
| OHMYGOD | 2021 song that became Adele's eighth top 10 hit on the Hot 100: 3 wds. |
| SLIMEYOUOUT | 2023 Drake hit featuring SZA that debuted at #1 on the Hot 100: 3 wds. |
| IGOTTAFEELINGS | 2009 Black Eyed Peas hit that spent 16 weeks at #1 on the Canadian Hot 100: 3 wds. |
| FORTNIGHT | Taylor Swift hit that aptly spent two weeks atop the Billboard Hot 100 |
| RED | Taylor Swift song that contains the line, "Fighting with him was like trying to solve a crossword an |
| OFF | 2014 Taylor Swift single that reached No.2 in the UK charts, Shake It --- (3) |
| YOUBELONGME | Taylor Swift song that won Best Female Video at the 2009 MTV Video Music Awards * (3,6,2) |
| CAREY | Mariah who holds the record for most cumulative weeks atop the Billboard Hot 100 |
| TIS | "___ the Damn Season" (Taylor Swift song that I consider to be Christmas music) |
