| SAMSMITH | Recording artist who was Too Good At Goodbyes (3,5) |
| SAM | Too Good at Goodbyes artist ___ Smith |
| SMITH | Promises and Too Good at Goodbyes singer, Sam ___ (pictured) (5) |
| EZRA | George _, recording artist who was Staying At Tamara's (4) |
| COOLIDGE | Rita _, recording artist who sang the theme to Octopussy (8) |
| ORA | Rita _, recording artist who was Hot Right Now (3) |
| NEYO | Recording artist who was runner-up to Joss Stone (2-2) |
| KATE | Recording artist who was Running Up That Hill in 1985 (4,4) |
| BUSH | Recording artist who was Running Up That Hill in 1985 (4,4) |
| GEORGE | International recording artist who was once a member of Wham!, _ Michael (6) |
| AUREVOIR | African Union minister returns ten rand at goodbye in Paris (2,6) |
| ROSSETTI | Artist who was a founder of the Pre-Raphaelites |
| MCESCHER | Artist who was initially a rapper? |
| BRUCELEE | Martial artist who was also a cha-cha-dancing champion |
| LANDSEER | Artist who was an observer of the country (8) |
| MAXERNST | German artist who was a pioneer of Surrealism and the Dada movement (3,5) |
| TOO | "___ Good at Goodbyes" (Sam Smith song) |
| GOTTEN | "Baby's ___ Good at Goodbye" (#1 country hit of 1989) |
| PROUD | "They said she was too good for him; She was haughty, ... and chic; But Ernie got his cocoa there; Three times every week"; Benny Hill was Ernie, the fastest milkman in the West |
| ALAS | "It was too good to be true" lead-in, maybe |