| TONYROME | 1967 film starring Frank Sinatra as a private investigator (4,4) |
| MILLER | Which big-band leader turned down Frank Sinatra as a vocalist? (5,6) |
| GLENN | Which big-band leader turned down Frank Sinatra as a vocalist? (5,6) |
| ARTISAN | View Sinatra as a kind of craftsman (7) |
| ONAQUEEN | 1966 film starring Frank Sinatra based on a novel by Jack Finney (2,1,5) |
| VONRYANS | 1965 action film starring Frank Sinatra and Trevor Howard (3,5,7) |
| THECATCH | New ABC thriller about a private investigator: 2 wds. |
| CLAMBAKE | 1967 film starring Elvis Presley (8) |
| JUNCTION | 1967 film starring Dennis Waterman (8) |
| WHOSHARRYCRUMB | This comedy of 1989 starring John Candy as a Private Investigator ends with a question mark: 3 wds. |
| HANDLUKE | 1967 film starring Paul Newman, for which George Kennedy received an Oscar (4,4,4) |
| THEROCKFORD | US television series starring James Garner in the title role as a private investigator (3,8,5) |
| DOLLS | Guys and ___ is a musical film starring Frank Sinatra and featuring the song "Luck Be a Lady" |
| TONY | 1967 crime film starring Frank Sinatra in the title role (4,4) |
| ASSAULT | 1966 film starring Frank Sinatra based on a novel by Jack Finney (7) |
| ROME | 1967 crime film starring Frank Sinatra in the title role (4,4) |
| ONACASE | Working, as a private investigator |
| THEDETECTIVE | 1968 film starring Frank Sinatra, based on a 1966 novel of the same name by Roderick Thorp |
| OCEANS | ___ 11 1960 thriller film starring Frank Sinatra that is about a heist on New Year's Eve |
| AWEIGH | 1945 musical comedy film starring Frank Sinatra and Gene Kelly, Anchors ... |