In January of 2018, it was announced that Hallmark Movies and Mysteries would be teaming up with Will Shortz of The New York Times Crossword fame to produce a mystery film with crosswords at the heart of the story.
This past Sunday, the film finally made its debut on cable television, starring Hallmark Mysteries stalwarts Lacey Chabert and Brennan Elliott in their fourth outing together, but the first under the Crossword Mysteries brand, collaborating to solve a twisty mystery worthy of the channel.
I’ll recap the story below, and then give my thoughts on the whole endeavor. If you’d like to read my conclusions but skip the spoilers, scroll down to the next solid black line.
Ready? Okay, let’s do this!
The film opens with a stealthy thief sneaking into an art gallery via the skylight, then focusing on one particular painting. A man walks into the room, interrupting the robbery in progress, and smiles, seemingly recognizing his attacker. He then gets shot for his trouble.
Cut to Tess Harper (Lacey Chabert), a crossword editor strolling through New York City on her way to work at The New York Sentinel newspaper. She is accosted by no less than three people en route to her desk, which is obviously routine. (Ask any constructor. They’re practically mobbed in the streets by eager solvers looking for hints.)
Tess, our intrepid puzzler, meets her mentor Pierre at the elevator, and they discuss the Sentinel’s upcoming crossword puzzle tournament.
We then return to the scene of the crime, where detective Logan O’Connor (Brennan Elliott), briefs the police chief on the scene. The only clues are a single shell casing (whereas the victim was shot three times) and an unfinished crossword in the victim’s back pocket.
Tess looks around the room for ideas in order to complete her crossword, as she’s one 8-letter word shy of finishing. In a quick chat with the newspaper’s editor, Tess is credited with an uptick in online readers thanks to her puzzle editing.
She shares a desk with the paper’s crime beat reporter, Harris, and he briefs her on the murder at the art gallery. It turns out the victim was friends with Tess’s aunt, and she’s about to have lunch with her. Quel coincidence!
Our two protagonists have a meet-awkward while waiting in line for coffee. And then cross paths again when Logan talks to Harris. Tess is peppy and interested, while Logan is dismissive. He’s polite enough to ask what a crossword editor does, then proceeds to be a mild jerk about her explanation.
He does mention the crossword in the victim’s pocket, which has only sporadic across clues filled in. In pen. In cursive writing. She explains that the crossword clue he has is weird, because no one solves puzzles like that.
After their less-than-pleasant exchange, Tess classifies Logan as a Monday puzzle, “the simplest one of the week.” Ouch.
Back at the police station, Logan comes up with footage of the suspect, but there’s a discrepancy between the footage of the intruder and the coroner’s estimated time of death.
Tess, preoccupied with the crime, looks over a crossword puzzle from a week before, and thinks she sees clues pointing toward the murder.
Tess brings her theory to the detective, and gets brushed off rather abruptly. To be fair, her “clues” are very specious. (She points out that the word BIRD could mean Nightingale, the last name of the victim, and CINDERELLA could point toward midnight, when the crime occurred.)
We learn that the puzzle wasn’t one of Tess’s. Instead, it was a submitted puzzle from a regular constructor named Abigail Krebs. But when she tries to contact the constructor, the phone number traces back to a bar, and nobody there had ever heard of hers. When she and Harris visit the constructor’s address on file, it’s a funeral home. Another suspicious dead end.
That night, Tess attends a memorial service for the victim at his art gallery. She and her aunt meet an art dealer who worked with Alan, who is brutally rude and says Alan got his just desserts. Not the usual sort of talk at a memorial service.
Logan shows up, continuing his investigation, and continues to be kind of a jerk to Tess.
As we follow both his and Tess’s conversations with various characters, the suspects begin piling up. We have the art dealer, the person in charge of security at the art gallery (who was conveniently on vacation the night of the murder), the victim’s ex-wife who is constantly mentioned, and Tess’s two odd helpers for the tournament, Elizabeth and Alexander, who flub the name of a beach near their supposed Newport abode.
Logan talks to Carmichael, the security guy, who mentions how cheap the victim was, skimping on everything from employee pay to the security system. Tess continues to push her theory about the crossword constructor, but gets nowhere with the detective.
She does, however, upgrade him from a Monday puzzle to a Thursday puzzle: “difficult, but full of surprises.”
Later, in her apartment, Tess looks over more of the mysterious constructor’s previously published puzzles, and spots a pattern. She calls Logan, but gets no response. (Though she does get encouragement from Harris, who thinks she’s onto something.)
Tess and the detective cross paths AGAIN at the ex-wife’s bakery, and he accuses her of interfering with the investigation. Tess rebuffs his argument by continuing to point out specious clues (like boxes of frozen pies suggesting that the ex-wife lied about her alibi, which was working late baking fresh pies for the morning rush).
When Tess mentions something shady going on with Alan (he’s only half the story, according to something Veronica, the ex-wife, said to Tess), for the first time, the detective seems receptive to her help.
In a meeting with Logan and his police chief father, Tess presents her theory, revealing a pattern of puzzles and art heists she believes are connected. (As she explains, the chief hilariously pilfers several treats Tess brought back from the bakery.)
According to Tess, the constructor always places certain keywords in the same parts of the grid. The location is always 1 across, the point of entry is always 22 across, the time to strike is always 44 across, and the target is always 53 across. If you know what you’re looking for, you’d have everything a thief would need to know.
Although skeptical, the two cops agree to pursue the theory, and all three begin referring to the mysterious constructor as the Phantom. Which is very silly. (Unless it’s your pseudonym for cryptic crosswords in the UK, that is.)
Tess claims she can profile any constructor through their puzzles, since someone’s word choices are distinct, a personal fingerprint. She also mentions that, if the pattern is correct, there will be a robbery tomorrow, since the Phantom had a puzzle published last week.
She gets a call from Pierre that Channel 4 is waiting to interview her about the tournament, and leaves the two detectives to their work.
After an interview at the hotel, she gets a call from Harris, who has turned up something in his background research on the victim, Nightingale, and he warns Tess to be careful. As soon as she’s done with tournament stuff, she plans to meet up with him. But before photos can be taken with the interviewer, Elizabeth and Alexander find an excuse not to be photographed, which is very suspicious. Pierre offhandedly mentions to Tess that the pair have a nice collection of antiques.
Returning to the office later that night, Tess finds Harris lying on the floor, bloody and non-responsive. He’s been shot.
Unfortunately, Tess was too late, and Harris is gone. Logan meets her at the scene, and she mentions the possible connection between Harris’s murder and the Nightingale case. The detective is interested enough about the crossword connection to join Tess at the tournament, asking for a list of attendees and volunteers, which Pierre helpfully provides.
In the meantime, Logan corners one of the sketchy art dealer’s employees, who explains that she brokered a deal for one of Nightingale’s paintings, but it turned out to be stolen. He also claims she “got even” with Nightingale.
Tess badgers Logan into posting someone at the gallery she suspects will be the next crime scene, and explains that a work by an artist with two S’s will be stolen. Tess believes the next crime will be a stolen Picasso.
Tess and Logan meet for dinner across the street from the potential robbery site. Tess talks about her crossword profile of the constructor, mentioning a penchant for sailing terms and British slang. It is revealed that Tess’s love of puzzles comes from her dad and how they would solve crosswords together. She likes that crosswords, no matter how tricky, always have one answer.
Well, almost always. She namedrops the famous 1996 Election Day puzzle where both “BOB DOLE ELECTED” and “CLINTON ELECTED” were possible solutions, then realizes last week’s puzzle — the one that led to this stakeout — could also have two answers. After all, MATISSE is another 7-letter painter with two S’s.
Logan and Tess race to the Matisse gallery in time to see two suspects fleeing. Logan catches one, who turns out to be the security guy Carmichael from Nightingale’s place. He confesses to disabling the security for both the Matisse gallery and Nightingale’s gallery.
Carmichael’s accomplice — who he only met twice and knows nothing about — had chalk on his hands. Logan connects that to the rope left behind at the Nightingale murder scene, which leads them to the climbing gear store that sold the rope. The only person who bought that kind of rope recently AND has a criminal record becomes their prime suspect.
As Logan interrogates the suspect, he confirms Tess’s theory about the crosswords, claiming he doesn’t know who hired him or about the murders of Harris and Nightingale. His job was to complete the theft, then drop off the stolen goods at a secure location. That’s all.
Logan realizes that, if the murderer and the thief are two different people, that would explain the two-hour discrepancy in the video footage mentioned earlier.
With the tournament starting the next day and a killer still on the loose, tensions are high. Logan meets Tess at ping-pong, where she plays to de-stress. As she and Logan go over some of the constructor’s other puzzles, Tess points out that two of the answer words point toward the shady art dealer.
We also get a Will Shortz sighting in the background, followed by a Will Shortz cameo, as he banters with Tess about vocabulary and retrieves a wayward ping-pong ball from under their table.
Leaning on Tess’s constructor profile, the duo set a trap for the Phantom: a practice puzzle for the tournament loaded with Phantom-friendly words. Whoever does well on the puzzle is a likely suspect. But then Tess is nearly run down by an SUV that races out of the alley!
Logan calls in a description of the vehicle and a partial license plate number, then offers Tess a ride to her aunt’s apartment, where she’s spending the night. Along the way, we get a little backstory on Logan, humanizing him a bit. (His jerkiness, by this point, has mostly tapered off, thankfully.)
Later on that night, Tess laments to her aunt that she can’t solve this particular puzzle, and lives hang in the balance. Man, is she earnest or what?
The next day, Logan adds a few more wrinkles to the story. A background check on volunteers Elizabeth and Alexander turns up nothing, absolutely nothing, which is peculiar. Also, Harris’s Fitbit was GPS-enabled, so he’ll be able to track Harris’s movements from the day he died, which will hopefully point to a suspect.
It’s tournament time in the grand ballroom of some fancy schmancy hotel, and man, ACPT contenders would be jealous of the elbow room afforded to competitors at The NY Sentinel’s 17th annual crossword tournament, because they’ve got plenty of personal space.
Tess hands out the practice puzzle, and the solvers begin. (Side note: it’s weird that the volunteers Elizabeth and Alexander are solving the practice puzzle. Shouldn’t they be working?)
Complications start piling up at a record pace. The art dealer’s SUV is a match to the one that tried to run Tess down. Harris’s Fitbit had him at Veronica’s bakery on the day of the murder. And Pierre excels at the practice puzzle, while Elizabeth and Alexander struggle.
As Logan departs to pursue the bakery angle, Tess’s assistant stumbles upon some of Harris’s background research on Nightingale, which was left behind on the photocopier and mixed in with copies of the tournament puzzles.
It’s a photocopy of an article about the Nightingales, complete with a photo and a caption mentioning Alan and Chesley Nightingale.
As Tess gives her opening speech before the tournament begins, Logan confronts Veronica about Harris’s visit on the day of his murder. She says that someone wants her to keep quiet, and by doing so, she’s preventing a third murder from happening.
As round one of the tournament wraps up and the contestants file out, Tess checks out Pierre’s bag, and finds something inside a small plastic owl trinket that alarms her.
FINAL COMMERCIAL BREAK!
Two shell casings tumble into Tess’s hands, the contents of the plastic owl. She puts them back, but not before Pierre spots her near his bag. She conjures up a quick excuse for why she was handling his things, then grabs her phone, saying she’ll be right back.
She calls Logan and tells him what she found, which confirms what he learned from Veronica: that Pierre is secretly Alan’s brother AND the constructor of the puzzles.
Logan says he’s on the way with backup and he’ll be there soon. But when Tess hangs up, Pierre has her cornered, pistol in hand!
He confirms the clues about the art dealer were a red herring, an insurance policy. And all his distractions (as well as the attempt on her life with the SUV) were intended to scare her away from investigating. [Side note: Most of his distractions were simply requests for Tess to fulfill her tournament responsibilities. But she was too busy playing detective. If I was Pierre, I’d be mildly miffed myself.]
Pierre escorts Tess to the roof to kill her, but she manages to keep him talking until Logan arrives, saving her life.
As it turns out, Elizabeth and Alexander are in witness protection, explaining their secretive nature and camera-shy ways. They also explain away the art dealer’s suspicious dealings, wrapping up the loose ends nicely.
Now that the case is closed, Tess upgrades Logan once more, now to a Saturday puzzle: “sometimes so exasperating, but the smartest one of the week.”
And the story ends as they part ways, both turning back to look at the other at different times, something left unfinished between them.
ONE FINAL SPOILER-Y NOTE
We never find out why Alan was carrying the crossword in his pocket in the first place, though I have a theory.
I suspect Alan was a willing participant in Pierre’s thefts and schemes, but didn’t know exactly how Pierre contacted the thieves he employed. The small smile Alan gives before he’s murdered, after noticing the painting is missing, makes me think Alan had just recently figured out the crossword angle, and the missing painting confirmed it. (The brief glimpse of the crossword we get shows that he filled out all of the relevant across entries in the pattern Tess reveals later.)
Of course, that satisfaction turns to shock when he sees the gun and is murdered. Pierre said that Alan’s incompetence endangered their enterprise, and it turns out, he’s right. Because without Alan having that crossword in his pocket, Tess would never have gotten involved and cracked the code.
That’s my theory anyway.
I know, I know, we never actually get to see any puzzles, and we don’t know who won the tournament. But other than that, how was the movie?
All in all, it’s a very competently put together mystery. Lots of small details are important, and nothing feels terribly extraneous. The plot builds nicely, the stakes increasing as both Tess and Logan delve deeper into the mystery of Nightingale’s murder. The commercial breaks are also exquisitely timed to maximize the dramatic effect of several plot reveals and tense moments.
As for the characters, Tess is immensely likable. The detective starts off a little dry for my tastes, but is slowly worn down by the earnest charm of Lacey Chabert’s character. Not that I was surprised. After all, who can resist an intelligent woman with mad puzzle skills, I ask you?
A few of the characters are cartoonish — the art dealer, in particular, was a little too gleeful in her pseudo-villainy — but for the most part, everyone plays their parts well. John Kapelos as the police chief was a delight, stealing many of his scenes with loving fatherly regard, playful chiding, and a knack for sneaking extra baked goods when he thought no one was looking.
In the end, it’s all a bit of harmless fun, a cozy mystery with some puzzly trappings.
During the final commercial break, the network confirmed that three more Crossword Mysteries will be aired in October. (IMDb has the 6th, the 13th, and 20th listed as potential air dates for these three follow-ups.)
I’m definitely curious to see where they take the series from here, and how crosswords and criminal mischief will cross paths again. Now that the initial pairing obstacles are gone, I look forward to seeing how Logan and Tess work as a team in future investigations.
Did you watch the film? What did you think? Let us know in the comments section below! We’d love to hear from you.
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