Darmok: Another Crossword-Solving Program Claims a Tournament Win!

Image courtesy of World of Weird Things.

In 2021, Matt Ginsberg’s crossword-solving program Dr.Fill won the American Crossword Puzzle Tournament. The top prize still went to a flesh-and-blood solver, but the program solved most of the tournament puzzles in under a minute and only made three mistakes the entire tournament, recording the top score for puzzles 1 through 7.

Of course, Dr.Fill had been “competing” for years at the ACPT before this victory. I believe in its first competition, it placed 141st.

As it turns out, Dr.Fill is not alone. The world of cryptic crosswords has its own Dr.Fill in the form of Dr. Siddhartha Chatterjee’s AI program, Darmok.

At last year’s Times Crossword Championship, Darmok solved two of three semifinal puzzles in seven minutes, but gave up on the last puzzle with one clue unsolved. (That tournament was won by champion solver Mark Goodliffe, who notched his FOURTEENTH win at the tournament.)

But this year was different.

Not only because Goodliffe’s potential 15th title was instead claimed by 29-year-old solver Liam Hughes — marking the first new name on the championship in a quarter century — but because this year, Darmok outperformed every human competitor at the tournament.

The final puzzle tripped up Goodliffe, third place finisher Peter Steggle, and Chloe Hutton, who actually finished the puzzle first, but with the same critical error made by Goodliffe and Steggle.

Hughes got it right in ten minutes.

Darmok got it right too, and faster.

And I do have to say, this is a more impressive result than Dr.Fill’s because cryptic crosswords involve a different level of wordplay in its cluing than American-style crosswords. Answer words can hide in other phrases, in anagrams, in initialisms, in pairs of definitions, in soundalike words, in rebus-style assemblies of words and letters.

So for an AI program to parse all that linguistic trickery… that’s quite something.


So what was the clue that stumped much of the field, save for our human and AI champions?

2-Down: Wolf trap missing its lowest crosspiece? (5)

I’ll leave the explanation at the bottom of the post. Good luck!


Star Trek fans and meme enthusiasts will no doubt recognize the inspiration for the name of Dr. Chatterjee’s creation. “Darmok” is an iconic episode of Star Trek: The Next Generation where Captain Picard struggles to communicate with an alien species that communicates through metaphor and allusion.

Although the alien captain sadly perished in his attempt to bridge the communication gulf between himself and Picard, the Darmok AI’s victory required less bloodshed.

And yet, there was a loss.

AI programs have taught themselves to solve Rubik’s Cubes, Deep Blue bested Russian chess grandmaster Garry Kasparov, and IBM’s supercomputer Watson defeated previous Jeopardy! champions Brad Rutter and Ken Jennings to nab a million-dollar prize.

An AI program called DeepMind taught itself to play several Atari games with superhuman proficiency, and AlphaGo, an AI developed by Google based on DeepMind, twice defeated Ke Jie, the 19-year-old Go tournament champion ranked number one in the world.

Dr.Fill claimed crosswords, and now Darmok has claimed cryptic crosswords.

robo-machine---puzzler-robot---crossword-p-image-262284-grande

Did you solve that cryptic clue yet?

Here’s a hint: other answers would’ve given you the crossings S_A_F.


So, yes, the robots have arrived, and they know their wordplay.

The question now becomes: how long before they’re creating crosswords and cryptics that rival the creativity and cleverness of humans?

It’s a good question, one that has already been pondered by setter Amoeba in the aftermath of Darmok’s achievement.

And I think Amoeba’s conclusion is as heartening as it is accurate:

As a solver, I love the feeling of going head to head with a setter (even an anonymous one), and unravelling and admiring the clues they’ve written. As a setter, that’s what I hope people who solve my puzzles enjoy. This human part of crossword-setting is not, I believe, something that technology will one day supersede; it is an essential part of why we do them.

I’ve solved computer-generated crosswords. I’ve seen AI-created art.

And I’ve found both lacking.

Just as American solvers know the constructors who challenge them and tickle their brains with sparkling wordplay, cryptic setters have built wonderful reputations for themselves as cunning, playful, and surprising.

We look for these names. We accept their challenges. And we celebrate the joy of solving together, the symbiosis of creation and solution, tying linguistic knots and unraveling devious wordplay.

Community in puzzling, that’s the missing bit AI can’t match. A constructor/setter and a solver, meeting across the grid, through the clues.

That’s magic.


And speaking of, here’s the solution to the cryptic clue that tripped up so many.

Wolf trap missing its lowest crosspiece? (5)

“Wolf” is the definition. Both SCARF and SNARF could fit that clue, as all mean to devour or eat.

But the rest of the clue eliminates one of those options.

“Trap” points to the word SNARE, and reading down the grid, a trap missing its lowest crosspiece would be a SNARE with the bottom part of the E cut off.

SNARE becomes SNARF.

Did you get it?


What do you think of Darmok’s cryptic-solving success story, fellow puzzler? Let me know in the comments section below. I’d love to hear from you!

The Week in Puzzles and Games

There’s a lot going on in the intertwined worlds of puzzles and games, so let’s skip the intro and get to the good stuff!


Another Round of Jeopardy!: YouTube Edition Premieres October 22nd!

In addition to the flagship show we all know (and yell at our screens during), there is a YouTube-exclusive version of Celebrity Jeopardy! that focuses on celebs that are better known in the online space.

Back in March, the first episode debuted with musician and content creator Rebecca Black (of “Friday” infamy and many other actually GOOD songs), comedian and professional dungeon master Brennan Lee Mulligan, and drag queen icon and force of nature Monét X Change, all playing for charity.

A new edition comes out this week featuring comedian and performer Angela Giarratana of Team Starkid and SMOSH, content creator and Challenge Accepted host Michelle Khare, and content creator and Mythical Chef Josh Scherer.

I’m definitely curious to see how this new trio performs under the bright Jeopardy! lights.


Some Digital Freebies for Gloom Enthusiasts!

As anyone who read my Halloween Horror Game Countdown last year surely recalls, Gloom is one of my favorite spooky board games.

If you’re looking for a darkly fun game with shades of The Addams Family or Edward Gorey, then Gloom is the game for you.

In Gloom, each player is the head of a spooky family, and it’s your job to make them miserable in hilariously ghastly ways before they croak. And as you do so, you regale your fellow players with the ongoing tragic tale of their fates. The gameplay is accentuated by the beautiful clear playing cards, which allow you to stack different events and effects on your family characters and still be able to see what’s going on!

And the team at Atlas Games has put together some downloadable freebies for Gloom fans. There are desktop and mobile wallpaper images, a printable bookmark, a guide to throwing a Gloom-themed party, and the true highlight of the promotion, templates for making your own character cards.

If you’re a Gloom fan, check it out. And if you’re not a Gloom fan, what are you doing? Get on board. =)


A Rhyming Resource for Puzzlers, Writers, and Musicians!

Years ago, I wrote a post featuring some of my favorite resources for puzzlesmithery.

One of them was The Penguin Rhyming Dictionary.

And music theater bookwriter and lyricist Jeremy Desmon reached out to me regarding a free online equivalent to share.

It’s called RhymeHamster, and it’s an easily searchable archive of rhymes for all your lyrical or wordplay needs.

From the website:

Perfect rhymes are checked word by word and grouped by syllable count. Slant rhymes sit on their own adjustable dial, and there’s a Wildcard Rhymes tool for when you know the shape of the word you need but not the word.

I played around with it and was very impressed with the detailed, tiered results I received in my searches. This is definitely going into my helpful links, and I hope it proves useful to you as well!


Transparency in Publishing with Unch Crosswords!

A lot of companies promise transparency with their audiences, but few companies in ANY creator space have put their money where their mouth is like the team at Unch Crosswords.

If you’re not familiar with Unch Crosswords, they publish a quarterly cryptic crossword magazine featuring established names in the setter community. Their books are topnotch, loaded with great puzzles and deviously brilliant cluing.

And they just published the full numbers for their seven months of operation from September 2025 to April 2026.

It’s not just honesty in its purest form, but a valuable insight into what it takes to make a puzzle magazine in today’s climate.

I highly recommend checking it out, I learned so much.

And if you haven’t checked out Unch Crosswords, give them a try. The more outlets for puzzles in general and cryptics in particular, the better!


Two Puzzle Game Sites to Try Out!

One of the coolest things about running PuzzCulture is getting to learn about new puzzles and creators in the puzzle space. Several enterprising constructors have reached out to me recently, and I’m pleased to help spread the word about their puzzly endeavors.

The first is Murat Öncü’s deduction game Daily Skyline.

Each Daily Skyline puzzle is a 5×5 grid, and there are buildings (in a range from one storey to five storeys) in each row and column. The numbers on the outside of the grid tell you how many buildings you can see from that vantage point.

So this is more than a smaller Sudoku variant. It’s a deduction puzzle where you need to put yourself in each row and column and visualize the layout of the buildings to make the numbers make sense.

You can try a sample puzzle on the Daily Skyline website, and the Daily feature is available for iPhone. (The Android version is currently beta-testing!)

The perspective aspect of this puzzle game really appealed to me, hopefully you’ll enjoy as well!

My other recommendation for you today is Wordstick.

In Wordstick, you have a stack of rotating letter cubes, and you need arrange them so that words read downward on all four sides.

You can rotate each cube or the stack itself in order to see the whole puzzle, and although the letters are all provided for you, it feels a bit like Wordle on steroids.

With 5-letter, 7-letter, and an unlockable 9-letter version, Wordstick will put your vocabulary and deduction skills to the test.

Wordstick is playable daily through their website or for iPhone. (Though apparently an Android version is coming!)


Let’s close out today’s post with a bit of levity, shall we?

McSweeney’s Internet Tendency is a literary playground where open letters, comedic asides, and intrusive thoughts find their way to the viewing public.

(For instance, check out “It’s Decorative Gourd Season, Motherfuckers” by Colin Nissan to get a sense of their comedic energy.)

Well, writer Tyler Gooch put the world of crosswords in his sights with a recent piece, entitled “Crossword Clues Where It’s Clear the Puzzle’s Creator Got Themselves into a Jam Letter-wise.”

Tongue is planted firmly in cheek here, but there’s definitely a hint of truth in there too.


Did I miss any puzzly news or fun board game stories from the last few weeks? Let me know in the comments section below! I’d love to hear from you.

Rub-A-E-Dub, A-E-Dub (a puzzle to solve)

It’s Saturday, and you know what that means.

Yes, today I have a wrestling-inspired crossword for your puzzly enjoyment.

All-Elite Wrestling’s pay-per-view WrestleDream is tonight, so what better day to unleash a power slam-fueled bit of cruciverbalism into the world, I ask you?

This slightly-asymmetrical grid is hoping accessible enough to non-wrestling fans — pro wrestling terms are their own brand of crosswordese — but the gimmick bringing together the wrestling theme entries is pretty universal, I think.

[Click here to download a PDF of the puzzle!]

Happy puzzling, everyone!

(If this isn’t to your taste, no worries. I am working on a Halloween-appropriate crossword that I should have ready before the end of the month.)

Do You Know the Story of The Bugle’s Audio Cryptic Crossword?

John Oliver is a household name after his work on The Daily Show and Last Week Tonight, but did you know he and his comedy partner Professor Andy Zaltzman have played a part in the history of cryptic crosswords?

Nineteen years ago this month, they created The Bugle, a half-hour satirical comedy news podcast that covered the biggest, smallest, weirdest, and Hugo Chavez-est news stories of the day. This podcast spanned the Atlantic, as Andy would record from England and John from America.

Subtitled “an audio newspaper for a visual world,” The Bugle would go on to last hundreds of episodes before Oliver departed. But it was resurrected by Zaltzman in 2016 (relaunching and jumping straight to episode 4001) and has now launched a network of informative and comedic broadcasts.

So, what does this beloved podcast have to do with cryptic crosswords?

Well, nineteen years ago when The Bugle debuted, one of the recurring features was their groundbreaking Audio Cryptic Crossword. Each episode, Andy would read a single cryptic crossword clue, including answer length and its grid position.

(Oh, and there was a prize offered to the first person to complete the puzzle. That prize? The right to treat yourself to a cup of tea and a sit down after a job well done.)

As the weeks went on, Zaltzman continued to offer new clues. Well, most of the time. On a few occasions, he would accidentally repeat a clue listeners had heard before.

Eventually the actual puzzle grid was revealed on The Times website for solvers, indicating this was an actual puzzle and not just a bit.

As the ACC progressed and more clues were revealed, Oliver grew increasingly dismissive of and exasperated by the entire endeavor.

At one point, Oliver compared the crossword to the Third Reich. Zaltzman quickly agreed, calling the crossword “a triumph for persistence, doggedness, and the value of standing up to pressure from the other side of the Atlantic,” and that “people were glad when the war was over, but that doesn’t mean it wasn’t the greatest part of British history.”

Oliver doubted whether anyone was keeping track of clues or attempting the puzzle, while Zaltzman would talk about the “billions” of listeners choosing sides in the Audio Cryptic Crossword debate. (It is also worth noting that, at one point, it was suggested that several lines from the Book of Revelations were not divine scripture, but were, in fact, cryptic crossword clues.)

From October 15th, 2007 to May 19th, 2008 when the final clue was revealed, the question remained: had anyone written down all the clues, figured them out, and submitted a completed puzzle?

We wouldn’t have to wait long for the answer.

The very next week, the email section featured a message from loyal Bugler and crossword enthusiast Elliot from the UK, who included a picture of his complete (and correct!) Audio Cryptic Crossword.

It seemed that Andy was right, and John’s claims that no one was bothering with the ACC were mistaken.


After the conclusion of the feature, attempts to replace the Audio Cryptic Crossword with other audio puzzles and games failed miserably.

There was an Audio Spot-the-Difference, an omnishambles of an Audio Sudoku, an Audio Tic-Tac-Toe game (or Audio Naughts-and-Crosses for UK readers), and an Audio game of Bridge, among others.

John wasn’t enthusiastic about any of them. And none of them could fill the Audio Cryptic Crossword-shaped void in Andy’s heart.


So what about the actual puzzle?

You can find the grid and the clues online, but there’s not a convenient place to solve it without potentially seeing the answers as well.

I decided to fix that.

I went through the first 29 episodes of The Bugle and transcribed the clues (some of the online archives didn’t get the wording quite right), then retyped the grid, including the two set letters from the original grid.

So if you’d like to test your puzzly mettle against the Audio Cryptic Crossword, now’s your chance!

[Click here to download a PDF of the ACC.]

Now, as you can see, the cluing is interesting. Many of the clues thematically matched the news stories they covered on a given week, and the cluing practically drips with snark. (Although it does quite admirably follow the rules of cryptic-style cluing.)

12-Across was accidentally read on two different episodes of The Bugle, and there were minor differences, so I included both versions. Similarly, Andy offered a ridiculously long second clue for 16-Down just to irk John, so I was duty-bound to transcribe both.

17-Down, on the other hand, jokingly presented one clue for girls and one for boys as The Bugle’s contribution to “International Gender Stereotyping Week.”


And that’s the end of the story for The Bugle‘s Audio Cryptic Crossword, the world’s first (and possibly only) serialized cryptic crossword in audio form.

Well, sorta.

Zaltzman frequently encouraged Bugle listeners to edit Wikipedia articles and forum posts about The Bugle to make them as ridiculous, lie-filled, and entertaining as possible, and the legacy of the Audio Cryptic Crossword did not escape the machinations of Buglers.

According to the fan lore of the show, “Elliot” was actually John in disguise (first as Gordon Sumner, aka the musician Sting, then as François Marie Arouet (aka the philosopher Voltaire), intentionally spoiling Andy’s secret (and very confusing) plan for world domination.

John bragged about this online: “Haha everybody, look at me, I’m awesome. I defeated and foiled Andy Zaltzman’s plans for world domination with a discreet undertone and a lot of anonymity. Signed, John Oliver”.

In his fury, Andy battled John atop Big Ben in London, alternating between martial arts strikes and awful puns. This bombastic duel soon became a tag team match, as Florence Nightingale joined on the side of Andy, while the Queen, Her Majesty Herself, joined on John’s side.

The battle raged on until Big Ben suddenly exploded. Emerging from the wreckage was the true victor of the fight, an impala. (This is a reference to an ongoing gag in the show about Andy making fun of impalas. I think an eland, gnu, or okapi would have been more apropos, given that a crossword puzzle started all this chaos.)

The impala pranced away in victory to return home, sit on the couch, make fun of lions, and savor his triumph.

Thus, the saga of the Audio Cryptic Crossword came to an end, both officially and fictionally.


Whether you prefer what actually happened or the epic, action movie-fueled silliness of the fan version, there’s no denying that the Audio Cryptic Crossword was something new, a symbol of the deep intelligence and subversive energy that represented The Bugle at its best.

Thanks for taking this stroll through puzzle history with me.


Were you or are you a Bugle listener? Did you tackle the Audio Cryptic Crossword? Let me know in the comments section below! I’d love to hear from you.

LARPing for Good with Cultura Connector and the GRIT Ukraine Program!

Image courtesy of DrachenFest US.

If you’re not a roleplaying game fan, you might not be familiar with LARPing or Live-Action RolePlaying.

Essentially, it’s playing a tabletop storytelling game in a more interactive fashion. There is dressing up, combat, physically accomplishing tasks, and interacting with other players and NPCs (non-player characters that support the narrative).

And the organization Cultura Connector believes it can be used to help young people in Ukraine.

They are currently raising funds for their first GRIT Ukraine program, enabling Ukrainian facilitators to lead a 12-week LARP program with Ukrainian young people living in Poland to strengthen resilience, communication, emotional awareness, problem-solving, and connection with Ukrainian youths.

Here is part of the mission statement from their website:

Ukrainian families have been living within the immediate violence of war from Russia’s full scale invasion. They have had to leave behind homes, schools, and people they love. Even after reaching safety, the ground can still feel unsteady.

Parents are trying to build a life in a new country while carrying concern for the one they left. Children and teenagers are learning how to belong again while the adults around them are still trying to catch their breath after so much upheaval.

GRIT creates a structured space where young people can reconnect with others, practice making choices, and rediscover their capacity to shape what happens next.

GRIT stands for Games for Resilience and Interactive Transformation. It is a culturally grounded, trauma-informed program developed by Cultura Connector, a U.S.-based 501(c)(3) nonprofit organization.

Image courtesy of DrachenFest US.

It might sound silly, but LARPing can absolutely help someone find confidence in themselves and a community of likeminded people.

It happened to me in high school.

Making friends who brought me into their game taught me about storytelling, about trust, about letting go and enjoying myself and wholeheartedly embracing what I loved to do. LARPing was my gateway to the world of roleplaying games, a hobby and passion that has stuck with me for decades.

Please share the link and donate if you can. It would be so amazing to reach out to young people halfway around the world and show them the magic of storytelling while helping build them up.

You can also click here for more details on Cultura Connector and the GRIT program.

Thank you to Dan and the incredible hardworking crew at DrachenFest US for letting us know about this wonderful and worthwhile endeavor.

Happy LARPing, everyone.

The Week in Puzzles and Games

There’s a lot going on in the intertwined worlds of puzzles and games, so let’s skip the intro and get to the good stuff!


Happy Birthday Puzzmo!

After celebrating 1,000 days of Puzzmo back in July, this puzzle app has another milestone to celebrate tomorrow.

There has been a countdown running on the app for a while now, and it’s counting down to the three-year anniversary of Puzzmo!

I don’t know what they have in store on Tuesday, but considering how much care and attention goes into each day’s puzzles and games, I’m sure they’ve got something up their sleeves.


Club Drosselmeyer Tickets Are On Sale Now!

I did a full post about all the Club Drosselmeyer events last week before tickets went live, but a little reminder never hurts.

Their flagship “Interactive Nutcracker in Swingtime” Club Drosselmeyer event has performances set for December 4th, 5th, & 6th AND December 10th, 11th, 12th, & 13th.

As the organizers themselves say, “Prepare yourself for another season of magic and mayhem, romance and revelry, champagne and sugarplums.”

Click here to grab tickets and get more information about everything Club Drosselmeyer has to offer!


MyCrossword’s Forum Now Open!

It’s always worth celebrating when a new public space opens up for chatting about puzzles.

MyCrossword is a website allowing cryptic crossword solvers and setters to share their work and sample puzzles. It is a hub of creative expression and puzzly fun.

And they’ve just opened their new forum feature to further encourage community and communication.

Raider at MyCrossword has written a welcoming post, and I hope the forums soon fill up with excited solvers and engaging discourse about the world of cryptics.

Click here to check out MyCrossword and their forum!

(Oh, and thank you to Tom at MyCrossword for providing the feature image for this part of the post.)


Two Puzzle Game Sites to Try Out!

One of the coolest things about running PuzzCulture is getting to learn about new puzzles and creators in the puzzle space. Several enterprising constructors have reached out to me recently, and I’m pleased to help spread the word about their puzzly endeavors.

The first is Andres Echenique’s crossword-inspired deduction puzzle, CrossEights Daily.

This free daily puzzle challenges solvers to figure out the eight crossing 8-letter words, four across and four down.

You can get hints Wheel of Fortune-style and place certain letters in order to help you figure out the words.

But since only some of the letters are overlapping, it’s up to you to puzzle out starting and ending letters (which can be difficult if you’re not if you need an -ED, -ER, or -ES).

There’s a running leaderboard for speed and efficiency of solving, and I found the combination of deduction and letter-picking luck really fun.

Click here to try it out!

CrossEights Daily is a relative newcomer to the puzzle world, so I thought for my other recommendation today, I’d discuss a puzzle website that has been around since 2006!

Yes, LiveSudoku.com has been sharing free Sudoku puzzles for two decades now, allowing for head-to-head play worldwide, printable booklets, and solving assistance.

I spoke to Maya at LiveSudoku and learned some very cool facts about the site.

The site has more than 10,000 daily players, and there are 14 different languages available for players (including Turkish and Greek, which were just added this summer).

The community aspect of this site really appeals to me, and I’m happy to help spread the word to other Sudoku fans in the audience.

Click here to check out the site and their forums for liveplay.


Florida’s “Crossword Bandit” Busted After Peculiar Crime Spree

Let’s wrap up today’s post with some truly ridiculous criminality.

Have you heard about the “Crossword Bandit”?

Ronald Wladich, a prolific dine-and-dasher in Southwest Florida, left a calling card for some of his crimes by leaving a crossword puzzle book behind instead of paying his tab.

(You know, it’s never a good sign when a thief patterns himself after the Wet Bandits from Home Alone.)

A total of five restaurants reported being part of this cruciverbalist crime spree, which is part of how he got caught.

Restaurant employees began trading stories about this crossword-loving crook and they recognized a familiar blue sweatshirt, drink order, and of course, a love of puzzles.

He was also charged with DUI for riding his bicycle into a Wendy’s parking lot while intoxicated.

No one has yet reported on what crossword books were preferred by this thief. (Why don’t people ask the truly important questions!)


Did I miss any puzzly news or fun board game stories from the last few weeks? Let me know in the comments section below! I’d love to hear from you.