| 100% | WILLIE | 6 | With 33-Across, country singer whose 1992 album "The IRS Tapes" was released to help pay his tax debts |
| 36% | MICHAEL | 7 | With 33-Across, pop singer whose posthumous album "This Is It" topped the charts in 2009 |
| 30% | EMMYLOU | 7 | Country singer Harris whose "Trio" album is a collaboration with Dolly Parton and Linda Ronstadt |
| 29% | CARLYRAE | 8 | With 15-Across, artist whose album The Loveliest Time was released today |
| 28% | PATSY | 5 | With 33-Across, singer of "Crazy," the 1992 campaign song for H. Ross Perot |
| 28% | STATE | 5 | With 39 Across and 33 Down, what each syllable of the answer to each starred clue is |
| 27% | MARIO | 5 | With 33-Across, "Access Hollywood" host whose marriage to Ali Landry was annulled after just 18 days |
| 27% | SPAIN | 5 | Country with a wedding tradition where the groom's tie is cut into pieces and auctioned off to his friends |
| 27% | ANGUS | 5 | With 33-Across, guitarist who played with his brother Malcolm on the AC/DC hit "Highway to Hell" |
| 27% | SIXWEEKS | 8 | With 33-Across, what is forecast if the title character in 14-Across sees his shadow: 2 wds. |
| 27% | ISAAC | 5 | With 33-Across, Ukrainian-born violinist whose 1979 visit to China was recorded in an Oscar-winning documentary |
| 27% | NORTH | 5 | With 8-Across, country whose legislature is known as the Supreme People's Assembly |
| 27% | BRETTELDREDGE | 13 | "Somethin' I'm Good At" singer who topped the Billboard Country Albums chart with his latest LP: 2 wds. |
| 26% | BYTHEWAY | 8 | The fourth album John Frusciante (birthday today) released with 31-Across, which he says was one of the happiest times of his life: 3 wds. |
| 26% | OTISREDDING | 11 | US singer-songwriter whose posthumous album The Dock of the Bay was released in 1968 |
| 26% | TINA | 4 | ___ Turner, singer whose performance of "What's Love Got to Do With It" on SNL is considered one of the best on the show |
| 26% | CHRISSTAPLETON | 14 | Country singer whose album "Traveller" topped the Billboard 200 in 2015: 2 wds. |
| 26% | SIDNEY | 6 | With 33-Across, Penguins captain who is the second-most recent NHL player to win the Art Ross Trophy twice |
| 26% | FAITHHILL | 9 | Country singer with the #1 albums "Breathe" and "Cry" |
| 26% | THOMASRHETT | 11 | Country singer whose album "Life Changes" topped the Billboard 200 in 2017: 2 wds. |
| 26% | LYNN | 4 | Country singer Loretta who released the 2016 album "Full Circle" |
| 26% | TIM | 3 | Country singer McGraw with the 2020 album "Here on Earth" |
| 26% | ARKHAM | 6 | With 33-Across, institution for the criminally insane that is central to the plot of "Gotham" |
| 26% | DOLLYPARTON | 11 | Country singer whose latest album, "I Believe In You," is geared toward children: 2 wds. |
| 26% | KENNYCHESNEY | 12 | Country singer whose marriage to Renée Zellweger was annulled after just four months: 2 wds. |
| 26% | PAM | 3 | Country singer Tillis with the 2020 album "Looking for a Feeling" |
| 26% | WILLIE | 6 | With 33-Across, country singer born April 29, 1933 |
| 25% | JASONALDEAN | 11 | Country singer whose album "They Don't Know" topped the Billboard 200 in 2016: 2 wds. |
| 25% | CLINTBLACK | 10 | Country singer with the #1 album and single "Killin' Time" [New Hampshire] |
| 25% | BRANDYCLARK | 11 | Country singer with the 2016 album “Big Day in a Small Town” |