| 100% | WHITEWALLS | 10 | A 2013 hit by Macklemore & Ryan Lewis which also features Hollis and Schoolboy Q: 2 wds |
| 50% | THRIFTSHOP | 10 | A 2012 hit by Macklemore & Ryan Lewis which has the line "only got 20 dollars in my pocket": 2 wds |
| 42% | THRIFTSHOP | 10 | 2013 #1 hit by 18-Across and Ryan Lewis: 2 wds. |
| 35% | TAKITAKI | 8 | 2018 reggaeton hit by DJ Snake featuring Ozuna, Cardi B, and Selena Gomez, with a repetitive title: 2 wds. |
| 34% | BADROMANCE | 10 | A 2009 hit by Lady Gaga which won two Grammys and has gone on to become one of the best selling singles of all time: 2 wds |
| 33% | BADGUY | 6 | 2019 song by Billie Eilish which also has a remix that features Justin Bieber: 2 wds. |
| 32% | THRIFTSHOP | 10 | Macklemore & Ryan Lewis song that was Billboard's top pop song of 2013: 2 wds. |
| 31% | ICECREAM | 8 | 2020 bubblegum pop hit by Blackpink and Selena Gomez whose title is a frozen treat: 2 wds. |
| 30% | WILDTHOUGHTS | 12 | 2017 #2 hit by 15-Across featuring Rihanna and Bryson Tiller: 2 wds. |
| 29% | THEPOWEROFLOVE | 14 | No. 1 hit by Huey Lewis and the News that was featured in the 1985 film "Back to the Future" (4 wds.) |
| 29% | OFEVERYTHING | 12 | "The Best ___," 2019 album with the greatest hits by Tom Petty both as a solo artist and a band member: 2 wds. |
| 29% | BEAUTY | 6 | "___ and a Beat," song by Justin Bieber featuring Nicki Minaj which won a Teen Choice Award in 2013 |
| 29% | THRIFT | 6 | __ Shop by Macklemore and Ryan Lewis |
| 28% | THEXFACTOR | 10 | Music competition series created by Simon Cowell that featured 53-Across as a host in 2012 and 2013 (3 wds.) |
| 28% | UNRULYMESSIVE | 13 | "This ___ Made," the second studio album by Macklemore & Ryan Lewis: 3 wds |
| 28% | SHESGOTYOU | 10 | Pop song by 17a which was covered by Loretta Lynn and went on to become a number one country hit: 3 wds. |
| 28% | ROAR | 4 | 2013 hit song by Katy Perry that features a jungle scene |
| 28% | SHOP | 4 | "Thrift ___" (Billboard #1 single by Macklemore and Ryan Lewis) |
| 27% | THEHEIST | 8 | Debut album by 18-Across and Ryan Lewis: 2 wds. |
| 27% | LONGNECKBOTTLE | 14 | 1997 #1 hit by Garth Brooks about a beer: 2 wds. |
| 27% | SAMELOVE | 8 | 2012 Macklemore & Ryan Lewis song about gay rights: 2 wds. |
| 27% | COUNTINGSTARS | 13 | 2013 #2 hit by 43-Across: 2 wds. |
| 27% | OFTHEDAY | 8 | "The Remains ___," 1989 novel by Kazuo Ishiguro (birthday today) for which he won the Booker Prize and which was also adapted into a film: 3 wds. |
| 26% | IMTHEONE | 8 | 2017 #1 hit by 15-Across featuring Justin Bieber and others: 3 wds. |
| 26% | UPSIDEDOWN | 10 | An 80s hit by Diana Ross from her tenth album "Diana" and which was written by the duo from "Chic": 2 wds. |
| 26% | THRIFTSHOP | 10 | 2012 Macklemore & Ryan Lewis single that is diamond-certified: 2 wds. |
| 26% | ILIKEIT | 7 | A 2010 hit song by Enrique Iglesias and Pitbull: 3 wds |
| 26% | NEVERLET | 8 | "___ Me Go," 2005 novel by Kazuo Ishiguro for which he won the ALA Alex Award and which was also adapted into a movie: 2 wds. |
| 26% | ITAINTME | 8 | 2017 EDM hit by Kygo and Selena Gomez whose title sounds like a denial: 3 wds. |
| 26% | THEGOLDFINCH | 12 | 2019 film based on a 2013 best-selling novel by Donna Tartt: 2 wds. |