When an old friend of New York Sentinel Crosswords editor Tess Harper is found murdered on the very day her puzzle includes his proposal of marriage, Tess unofficially teams up with Detective Logan O’Connor to find the killer.
| Actor | Role |
|---|---|
 Lacey ChabertTess Harper | Tess Harper |
 Brennan ElliottLogan O'Connor | Logan O'Connor |
 Barbara NivenAunt Candace | Aunt Candace |
 John KapelosChief Chauncey O'Connor | Chief Chauncey O'Connor |
 Romaine WaiteWinston Sams | Winston Sams |
 Lara Jean ChorosteckiChristina Blake | Christina Blake |
 Alex Paxton-BeesleyAbby Miller | Abby Miller |
 Kimberly J. BrownAngela | Angela |
 Kyle BuchananLyle Clark | Lyle Clark |
 Lindsay Owen PierreEmory Nelson | Emory Nelson |
 Genevieve KangJosephine | Josephine |
 Janet PorterBethany | Bethany |
 Kintaro AkiyamaElliot | Elliot |
 Will ShortzPolice Officer | Police Officer |
 Richard AshtonRichards the Diamond Dealer | Richards the Diamond Dealer |
 Jeffrey R. SmithBaxter the Farmer | Baxter the Farmer |
 Josette JorgeLibrarian | Librarian |
 Carrie SchifflerClerk | Clerk |
 Racine BebamikaweNurse Bethany | Nurse Bethany |
 Jason DíazClayton | Clayton |
| BBrenda RobinsMildred Clark | Mildred Clark |
| HHannah KanterStudent Worker | Student Worker |
 Bobby DanielsMinister | Minister |
| EEryk SimonAngela's Fiance / Groom | Angela's Fiance / Groom |