One Hundred Years of The Observer Crosswords!

1913 marked the birth of the crossword as we know it, but cryptic (or British-style) crosswords have been around nearly as long as the American version!

In fact, this past Saturday — Pi Day — marked an important anniversary in the history of cryptic crosswords.

On March 14th, 1926, Edward Powys Mathers, under the pseudonym Torquemada, published the first of 670 cryptic puzzles under the umbrella of The Observer, launching a crossword dynasty that continues to this very day.

Mathers was a poet and a translator, and quite accomplished in both fields. Two years before his Observer debut as Torquemada, he was actually working for The Observer, but as a reviewer of thriller books. Apparently, he preferred to suggest how each book might be improved, rather than criticizing the book as is.

He noticed the American crossword craze crossing the ocean, but didn’t think much of them. (At the time, crossword cluing was very straightforward, consisting mostly of dictionary definitions. There was no wordplay, no misdirection, no humor. Cluing was VERY dry.)

In 1925, his first cryptic puzzles — a series of 12 crosswords where pairs of clues were rhyming couplets — appeared in The Saturday Westminster Gazette. This was where he first introduced himself to the puzzling public as Torquemada, taking the name of the Spanish Grand Inquisitor.

Well, sort of. The first puzzle was constructed for the entertainment of friends, but one of those friends took it to The Saturday Westminster Gazette against his wishes. The editors of The Gazette then managed to convince Mathers to create more. They were boldly advertised:

I recall how thrilling the green poster looked: “Crosswords for Supermen.” Alas, your tired commuter of today would swallow that first puzzle, verse and all, and correctly disgorge it between Charing Cross and Waterloo. — Torquemada, 1935

(Later those twelve puzzles were collected as “Crosswords for Riper Years.”)

After his run with The Saturday Westminster Gazette was finished, The Observer asked him to contribute puzzles to their outlet. They were called “Feelers,” as Mathers sought to widen the scope and audience of his puzzles, slowly “feeling his way” to better and more satisfying cluing.

It’s unlikely that Torquemada was the first setter to use cryptic-style cluing, but he was the first to ONLY use cryptic clues in his puzzles. But that wasn’t his only cryptic crossword innovation. He abandoned American-style grids as well, including these black bar grids:

Image courtesy of What’s Gnu? by Michelle Arnot

Apparently he was successful in feeling out his audience; no matter how difficult his puzzles seemed to many, The Observer would receive as many as seven THOUSAND correct solutions from solvers all around the world, hoping to be among the lucky few selected to win a prize. (Prizes went to the first three correct solutions opened each week at The Observer offices.) It’s estimated another twenty thousand solvers out there were regularly completing his puzzles and not sending in their solutions.

Torquemada’s wife Rosamond later recalled that solvers would thank him for helping them “rediscover forgotten beauties in prose and verse to which we might never have returned but for the stimulus of the weekly chase”.

Torquemada’s prolific puzzling and creative cluing led some to suspect that there was actually a team of constructors toiling away under a shared sobriquet, but Torquemada’s only collaborator was Rosamond. He would choose the topic/theme for the grid, providing her with a list of words to include, and she would construct the grid.

Sadly, his time shepherding cryptic crosswords came to end when he passed away on February 3rd, 1939, at the age of 46.

After his passing, Rosamond read through over thirty thousand of his clues. She found the same word used fifty times in his puzzles, and every single time, the clue was different. Fifty different clues for the same word!


The unenviable task of taking over for Torquemada fell to Derek Somerset Macnutt, who adopted the name Ximenes for his constructing career. (Ximenes, as you might expect, was the name of a Grand Inquisitor in the Spanish Inquisition who succeeded the real Torquemada.)

Taking that particular set a very high bar, a challenge that Macnutt readily accepted. He aspired to increase the vocabulary of his audience, hoping for 30 percent of the answer words in the grid to be new to solvers.

Interestingly, his interest in puzzles was inspired by Torquemada but his singular brand of cluing was more reminiscent of Afrit, aka Alistair Ferguson Ritchie, who constructed cryptics for The Listener.

Ximenes adopted a symmetrical grid — a standard which remains to this day — as well as a maximum and minimum number of unches in the grid. (Unches, for you portmanteau lovers, means unchecked squares.) He also considered some of Torquemada’s puzzles unfair, and sought to standardize cluing, ensuring each had both wordplay and definition included, even while making them more creative and inventive.

In 1966, he published Ximenes on the Art of the Crossword, which pulled back the curtain on his constructing and inspired many constructors and setters in the years to come. (One of the most famous is the setter Eric Chalkley, aka Apex, who literally named himself after Ximenes in his endeavors to “ape X.”)

He also helped kickstart the cryptic crossword movement in America. After solving some of Frank Lewis’s puzzles for The Nation, Stephen Sondheim discovered the work of Ximenes, and started to learn the ins and outs of cryptic crosswords.

He even participated in Ximenes’s weekly clue-writing competitions:

Ximenes would then judge all the clues, conferring a first prize, a second prize, a third prize, and then two levels of honorable mentions: HC (Highly Commended) and VHC (Very Highly Commended). “And you would get in the mail a slip of paper giving the winners’ names and the winning clues.”

The slip was usually four inches wide by twelve inches long. In this way, even though Sondheim was in New York City, he became part of an international community of puzzle solvers matching minds with Ximenes. “I never got past honorable mention,” he lamented, “but I did get honorable mention.”

As it turns out, Sondheim received seventeen honorable mentions, fourteen HCs and three VHCs. One of those VHCs was for the clue “Pop art panel, derived from Dada” for PATERNAL.

Later accepting the challenge of the cryptic crosswords in The Listener (which were, and are, infamous for their difficulty), he introduced them to his collaborator on West Side Story, Leonard Bernstein.

And when Sondheim and Bernstein’s creative differences got the better of each other, they would reunite over a cryptic crossword, and then get back to work.

Sondheim would go on to create cryptic crosswords for New York Magazine, starting in the late 1960s, helping to introduce American audiences to that devious and challenging variety of crosswords. He also cultivated a library of cryptic puzzles and puzzle magazines, passing part of that collection (all of his Listener cryptic crosswords up through 1984) to Will Shortz.


Macnutt passed away in 1971, but the final Ximenes puzzle, number 1200, was published in 1972. In March of that same year, stewardship of The Observer cryptic crossword passed to Jonathan Crowther, who took up the name Azed. Not only does this sound like it covers the alphabet (A to Zed), but it reverses the name of another Grand Inquistor, Diego de Deza.

He had been a solver of Ximenes’s puzzles since 1959, as well as a setter for The Listener. He also continued Ximenes’s clue-writing contest as the Azed Prize.

At this point, Azed has been setting the Observer cryptic crossword for longer than both his predecessors combined.

Also, you can’t help but love that he also sets occasional puzzles under the pseudonym Ozymandias. On his Wikipedia page, it even quotes the poem: “Look on my works, ye Mighty, and despair!”


Cryptic crosswords are alive and well. The Observer, The Guardian, The Independent, The Daily Telegraph, The Spectator, and The Sunday Times, in England, among others. The Ottawa Citizen, Toronto Star and The Globe and Mail in Canada. Harper’s in the US. Nearly every Australian newspaper has cryptic crosswords.

With Parsewords making the scene and hoping to demystify cryptic crossword cluing for new solvers, there’s no telling how many more solvers will discover or rediscover these challenging, playful puzzles.

And the folks at The Observer are marking the puzzle centenary with a special event on Thursday, March 19th!

Caitlin O’Kane (their Puzzles Editor) and Azed himself will be in attendance, alongside other crossword setters and cryptic crossword enthusiasts, to enjoy an evening of live-solving and celebration:

From the invention of the cryptic to the rise of the modern brainteaser, they’ll unpack the secrets of their craft – what makes a clue sing, how setters think, and why a good puzzle keeps us hooked. Expect lively chat, unexpected revelations, and at least one enigma that demands to be cracked.

Raise a glass, meet other aficionados, and celebrate a century of wit, wordplay and ingenuity with the people keeping The Observer’s puzzling spirit alive.

So whether you’re attending The Observer‘s Puzzle Centenary, tackling a Parseword puzzle, or trying one of the numerous cryptic crossword outlets across the world, be sure to give a cryptic crossword a chance this week and be a part of one hundred years of puzzly challenge and creativity!

Happy solving, fellow puzzlers (and setters)!


Sources:

  • The Centenary of the Crossword by John Halpurn
  • What’s Gnu: A History of the Crossword Puzzle by Michelle Arnot
  • The Strange World of the Crossword by Roger Millington
  • Matching Minds with Sondheim: The Puzzles and Games of the Broadway Legend by Barry Joseph
  • The Puzzle Edit
  • Derek Harrison’s The Crossword Centre

The Results from the 14th ORCAS Awards!

The ORCAS are the Oscars of the crossword community, dedicated to celebrating excellence in crosswords, and that was certainly the case during last night’s awards ceremony!

Clocking in at just under an hour, this was an event at breakneck speed, opening as all online award shows should: with technical difficulties.

David Kwong offered some anagram suggestions for other award shows and then passed the mic to Rich Proulx, whose bowtie game was ON POINT.

Rich’s intro was delightful, particularly when he shared that over $15,000 had been raised for the Trevor Project through the ORCAS puzzle packet!

With 97 people in attendance — including many nominees and puzzle luminaries in the chat — the first award was preceded by a tough trivia puzzle celebrating all of this year’s presenters:

After the solution was revealed, Ophira Eisenberg joined David in the hosting duties before inviting our first two guest presenters to handle BEST META CROSSWORD and BEST EASY CROSSWORD.

Aimee Lucido (author of Words Apart) read out the nominees for BEST META CROSSWORD.

I must confess that meta crosswords aren’t always my bag, but there’s no denying the skill and craftiness it takes to construct an effective meta. I ended up voting for “Blind Stitch” by Hanh Huynh because it felt like such a solidly constructed introduction to the concept of meta crosswords. It’s a great solve.

WINNER: Evan Birnholz for “Flying Colors”

“Queen of the Mondays” Lynn Lempel then read out the nominees for BEST EASY CROSSWORD.

Making easy crosswords is way tougher than it looks, and making easy crosswords that are still surprising and engaging is even harder. Despite that, this was a stacked category.

My vote went to Nate Cardin’s Untitled puzzle from the LA Times on February 25. Managing to find five phrases/compound words (OVERDRAFT, BODY WASH) where both parts could be followed by the word BOARD was an impressive feat of cruciverbalism.

WINNER: Jess Shulman for “Clear Up to Here?” (Lynn was the first presenter of the evening to do the “opening the envelope” gimmick for the winner.)

T Campbell and Laura Braunstein joined to present the next two categories.

Laura, one of the minds behind The Inkubator crossword, presented the EMERGING CONSTRUCTOR AWARD.

I sadly wasn’t familiar with all of the nominees in this category, so I had to go with someone whose puzzles I felt I’d had a good sampling of. My vote went to Carina da Rosa, whose work in Puzzmo and LilAVCX I’d enjoyed throughout the year.

And it turns out I wasn’t alone in my assessment!

WINNER: Carina da Rosa

T Campbell did a wonderful introduction about what separates BEST SUNDAY-SIZED CROSSWORD from the usual crossword fare before reading the nominees.

Despite the sheer ambition of “Just One Clue 2” and its crowd-sourced cluing, my vote came down to either the grid shape wordplay of Jonathan Raksin and Jeff Chen’s “Self-Starters” and the diabolic vocabulary in crosstina Aquafina and erik agard’s “themeless no. 36.”

I mean, we got SATAN WORSHIP and TWO CHEEKS OF THE SAME ASS, neither of which I’ve ever encountered in a grid. That being said, my deep affection for visual gimmicks in crosswords won out here.

WINNER: crosstina Aquafina and erik agard’s “themeless no. 36.”

Stella Zawistowski and Kim Vu were the next two guest presenters, with Stella handling BEST VARIETY CROSSWORD.

I love variety crosswords, because there are so many ways you can play with the traditional crossword formula to make something new and exciting. Rows Garden and Marching Bands puzzles are deviously designed masterpieces when constructed well, and this category showed off skill and cleverness in equal measure.

My vote went to a puzzle style I’d never seen before, as Ryan Faley’s “Nonplussed 4” combined across and down cluing with a non-traditional grid and a Rows Garden-style interior shape (pluses instead of blooms). I loved the construction and creativity, and the revealer was the cherry on top. Terrific stuff.

WINNER: joon pahk’s Two Outta Three Ain’t Bad

“joooooooooooooooooooooooooon” calls rang out both over the stream and in the chat to celebrate joon’s win.

Kim then read the nominees for BEST TOURNAMENT CROSSWORD.

Tournament puzzles are invariably bangers because they can push the difficulty AND creative envelopes, and this category was LOADED with heaps of cool ideas and challenges. (Last year’s Lollapuzzoola alone could have filled this entire category.)

The two puzzles that stuck with me the most were David Steinberg’s Westwords puzzle and Kareem Ayas’s Wild Discoveries puzzle from Lollapuzzoola. They were both wildly inventive, challenging, and above all else, memorable. This was the toughest choice of the entire ballot.

In the end, Kareem got my vote. And again, I wasn’t the only one impressed by his playful puzzling.

WINNER: Kareem Ayas for “Wild Discoveries”


A brief In Memoriam played next, offering tongue-in-cheek farewells to Deb Amlen (for ending her tenure with The New York Times), the Browser Crossword, and the free version of The New York Times Mini Crossword.

We then got a sincere send-off for influential creator and puzzle icon Mel Taub.

Our next two guest presenters were Peter Collins and Vic Fleming. They had a great little gimmick involving a swear jar and a virtual handover of $10 to celebrate the eventual winner of BEST CLUE (and my favorite of the nominated clues):

WINNER: [They might have “fuck you” money] for SWEAR JARS by Amie Walker and Amanda Rafkin, AVCX, April 18th

They next presented BEST THEMED CROSSWORD, which was another stacked category.

This category was a case of leading with your strongest contender, because Ada Nicolle blew me away with “Would You Let Me Finish” from Apple News+ on January 5th.

The grid is populated with longer entries that, when the last letters are removed, form the actual answers to the clues. So GOT THE ICK becomes GO-TH-IC, for example. It’s a great gimmick and a fun reveal when you get it.

WINNER: Untitled by Adam Wagner and Rebecca Goldstein


Rafael Musa, Ryan Fitzgerald, and Ben Gross then interrupted the proceedings for an interactive game with the audience. But first, they had a surprise award to hand out!

The Leviathan Award celebrates important contributions to the world of crosswords, so Ryan was blindsided by this award for creating the crossword software Ingrid. A video full of kind words from fellow constructors was played. It was heartwarming stuff.

Three instances of a puzzle game called Bracket City challenged the audience next. The goal was to unravel a series of crossword-style clues nested within each other, like so:

I doubt I was the first to solve this puzzle, but I was the first to post the solution in the chat: BLACK AND WHITE.

Work from the inside out with the brackets. [gun, as an engine] is REV, so you get [REVolving __] for DOOR, then [Friday with REVolving DOORbusters] for BLACK. [south of Spain] is SUR, so you get [flag raised in SURrender] for WHITE. BLACK AND WHITE is the final answer.

David and Ophira solved the first two puzzles live while the audience solved at home, and everyone was challenged to solve the third (and most complicated) bracket city puzzle in their free time. Can you unravel it?

David and Ophira continued the awards and presented the next category, BEST MIDI CROSSWORD.

As was the case with several categories, we were absolutely spoiled for choices when it came to midi crosswords. Crossword Gentleman Doug Peterson had a great one, we had ablaut reduplications from Alex Rossell Hayes, a tightly constructed foursome of BOOM-based entries from Amie Walker, and Peanuts grid art from franci dimitrovska.

But I had to go “By the Numbers” by Kaye Brown. The sheer ambition of a LOST-centric puzzle with character names reading across and aligning with the infamous numbers from the show. It’s a fantastic bit of constructing wizardry.

WINNER: Amie Walker for “Bangers”

Our next presenters were Brad Wilber and Mangesh Ghogre to handle the one-two punch of BEST CRYPTIC CROSSWORD and BEST VARIETY CRYPTIC CROSSWORD.

I have been on a quest to improve my cryptic crossword solving over the last few years, so the nominees in these two categories put me through my paces! The devious cluing was at its peak in the cryptics, and I think I spent more time on each cryptic than I did on any two or three of the puzzles in the other categories!

Amidst all the tough cluing and interesting vocabulary, it was Jamie Ding’s AVCX Cryptic and The Rackenfracker’s “High Definition” who got my votes this year.

WINNER, BEST CRYPTIC: PiGuyN for “pi guy cryptic 22”

WINNER, BEST VARIETY CRYPTIC: The Rackenfracker (JonMichael Rasmus & Sean Weitner) for “High Definition”

Our penultimate pair of guest presenters were Katie Grogg (looking glam!) and Jared Goudsmit. They presented the nominees and some great puns as well (and made a strong case for hosting next year’s awards).

The first award they presented was BEST CROSSWORD-RELATED MEDIA.

This is a new category for this year’s ORCAS, and as you can imagine, I was absolutely stoked to be included amidst a murderer’s row of excellent, insightful commentary on all things crosswords.

I quite selfishly voted for a PuzzCulture piece, as I was immensely proud of “The Curious Case of Richard Simon’s Aunt, Hedwig.” I didn’t expect to win, and was very content just for the opportunity for new eyes to find the blog.

WINNER: Adam Aaronson for “Square Theory”.

The chat was so chuffed for Adam, with several shouting out his post as eye-opening and game-changing. Congratulations Adam!

Katie and Jared then presented BEST CROSSWORD COMMENTARY.

I love the behind-the-curtain glimpses offered in columns like Rex Parker’s, Wordplay, and the LA Times Crossword Corner, many of whom have been commenting crosswords longer than some of the attendees have been making crosswords or solving them!

All of these nods are well-deserved — Deb and Malaika are brilliant, distinct voices in the crossworld — but it was “Malaika Handa and Stephen Lurie” by Renee Thomason that got my vote.

WINNER: Sally Hoelscher for “Terrors of the Deep”

Our final two awards were presented by Christina Iverson and the very dapper Andy Kravis. First up was BEST THEMELESS CROSSWORD.

This one was a three-horse race for me, with killer efforts by Paolo Pasco, guest host Christina, and Erik Agard, all chock-full of great vocabulary and ambitious crossings. I finally managed to narrow it to Erik’s August 18th New Yorker puzzle when it came to my vote, but really, any of these three would be worthy winners.

WINNER: Erik Agard’s August 18th New Yorker puzzle

Finally, it was time for CONSTRUCTOR OF THE YEAR.

I genuinely have no idea how you even narrow down nominations for this category, because there are SO MANY talented constructors. My shortlist would be 30 people deep, easy!

Each of the puzzles included in the Trevor Project Puzzle Pack represented the nominees well, but it was Rafael Musa and Adam Wagner’s puzzles that stuck with me the most. I loved the gimmick in Adam’s “Endless Loop,” but in the end, I went with Rafael Musa. Each time I saw that name in the byline, I knew I was guaranteed a terrific solve.

WINNER: Adam Wagner

Adam was there to accept and gave a very sweet speech, celebrating the welcoming crossword community and the support of his wife and family. Amazingly, he only started constructing in 2019!


You can’t complain about an award show that only takes up an hour of your time, especially when Oscar and Emmy broadcasts can last into the wee hours. And the crossword community is full of quirky, likable folks, so anytime you can get a bunch of them in a room (virtual or otherwise) together, you’re guaranteed a good time.

I thought it was a little weird that the games got more time than some of the categories, but this was my first ORCAS. Maybe that’s how the show usually goes!

Congratulations to all the winners! There were so many amazing puzzles published last year, and it was a pleasure to get to solve so many mind-bending, entertaining, and lovingly crafted cruciverbalist creations.

It was cool to see 5 out of my 15 selections get the nod (and a few other winners in my honorable mentions). And I’m already taking notes to contribute nominees to next year’s ORCAS!


What did you think of the ORCAS, fellow puzzler? Did your favorites win? Was there a puzzle you loved that you wish had gotten more of a spotlight?

Let me know in the comments section below. I’d love to hear from you!

The “No ICE in Minnesota” Charity Bundle!

Fuck ICE.

Hi! You might not have known my feelings, either morally or politically from reading this blog, so please allow me to get my stance out of the way bluntly and clearly.

Fuck ICE.

I’ve written about this corrupt administration’s policies in the past, discussing how they’ve affected the puzzle and game industry as it regards to tariffs, manufacturing, and so on.

And I’ve happily tried to help spread the word about puzzly efforts to organize against those and many other restrictive, harmful, and ignorant policies.

So I’m overjoyed to share another game-fueled charity effort for the betterment of this country…

The No ICE in Minnesota Charity Bundle.

Many puzzle and game companies have contributed to this bundle — featuring nearly 1500 games and downloads for tabletop games, video games, books, music, and more — and all they’re asking is a minimum donation of $10.

Their goal is to raise $100,000 for the Immigrant Law Center of Minnesota, and they’ll be collecting until March 13th.

Here is the full statement on their itch.io link:

We created this bundle to raise funds for Immigrant Law Center of Minnesota in response to the Trump administration sending ICE agents to the Minneapolis area and the reckless murder of an innocent people by ICE agents. ILCM provides free immigration legal representation to low-income immigrants and refugees in Minnesota and North Dakota.

They also work to educate the community about immigration matters and advocates for public policies which respect the universal human rights of immigrants. ILCM provides services based on capacity and has a generally high demand for services. The more we are able to fundraise, the more people they will be able to assist.

Please donate, or at the very least, share the link and help get the word out about this worthwhile cause.

The people of Minnesota have shown us the true heart of America, the power of speaking out, of organization, of standing up against the masked faces of violence, racism, and corruption, and the Immigrant Law Center of Minnesota deserves our support.

Thanks for reading today.

Oh, and one more time for the folks in the back, Fuck ICE.

Delving into the 2026 Boswords Winter Wondersolve Puzzles!

boswords new

Tuesday night was my first chance to sit down and try my hand at the puzzles from this year’s Winter Wondersolve event. Given the talent involved amongst the organizers and constructors — as well as the always-reliable puzzles featured in previous Boswords-hosted events — I had high expectations, and I was not disappointed.

So let’s put those puzzles under the microscope and see what’s what!


Warm-Up: Opening Kickoff by John Lieb

Perennial Boswords warm-up puzzle master Mr. Lieb delivers a terrific puzzle to knock any ring rust off of solvers with this 16×11 football-shaped grid.

With both teams competing in this year’s Super Bowl (as well as one team’s coach) in the grid, the theme is on point and the smart construction makes this puzzle so accessible. It’s a first-class starter for a day of solving.

My favorite clue was the double use of “Like a haunted house” for both SCARY and EERIE, especially since they were in mirrored spots in the grid.

Puzzle #1: French Twist by Pao Roy

The tournament proper launched with this 15x grid that relied on pronunciation as much as wordplay, adding an “eh” sound to established phrases, like PURE NONSENSE becoming PUREE NONSENSE or SNAIL MAIL becoming SNAIL MELEE.

I appreciate a puzzle that takes you out of the traditional solving experience, so the fact that I had to say each theme entry aloud to get the most out of the solve was great fun. Add in the tight construction and you’ve got a strong opener on your hands.

Interesting grid entries included THE FONZ, HARISSA, TUMBLR, and DEEP CUTS, and my favorite clue was “Only Rock & Roll Hall of Fame inductee to win a National Book Award (for her memoir “Just Kids”)” for PATTI SMITH. I learned something in this puzzle!


Puzzle #2: Pandora’s Box by Wendy L. Brandes

Puzzle #2 was only a half-step or so tougher than Puzzle #1, remaining very solver friendly while still peppered with some great vocabulary.

This 16×17 grid had a marvelous visual element, with some of the bad things contained in Pandora’s Box literally escaping from their rows and longer entries, so CIVIC ENGAGEMENT only read CIVNGAGEMENT, as the rest of VICE was spelled out in the circled letters above.

With HOPE remaining in the box in the final themed entry, this puzzle’s beautifully visual style nicely encapsulated the classic myth. My favorite puzzle of the day!

Interesting grid entries included STRIATED, ENRON, USER FEES, and AMATEURISH, and my favorite clue was “Name contained in a wedding registry?” for GREG.


Puzzle #3: Skipping a Grade by Adam Aaronson (or dm ronson, perhaps?)

The most devious puzzle of the day belongs to Adam Aaronson, as this 16×17 grid featured theme entries where all of the As have been removed from phrases, turning BLACKSABBATH into BLCKSBBTH. With six theme entries plus the revealer STRAIGHT A’S, this grid was packed!

And it’s hard to deny the absolute insanity of writing FLLLLLLLL for “Refrain in a Christmas carol.” An unforgettable puzzly moment, to be sure.

Interesting grid entries included BEAN BAG CHAIR, RIZZLER, I’LL SUE, and CULT HIT, and my favorite clue was “India is in its alphabet, but not in it” for NATO.


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Puzzle #4: Themeless by Amanda Rafkin and Amie Walker

The tournament concludes with the toughest puzzle of the day, a 15x themeless grid with an S-shaped grid pattern that created a genuine flow while solving.

Two sets of clues were offered for the final puzzle — FLURRY clues on the easier side (approximately a NYT Wednesday level) and BLIZZARD clues on the tougher side of the spectrum (approximately a NYT weekend level) — but both offered their fair share of challenges for solvers of all skill levels.

I have gained a new appreciation for themeless puzzles over the last few years (in no small part thanks to Boswords’s seasonal themeless leagues), and this one was a highlight, for sure. Great long entries, fun fill, and really smart construction made the final challenge of the day a very satisfying solve.

Interesting grid entries included WHITE LIE, STRAY CAT, SCRAP PAPER, TARGETED AD, and THERE THERE. Both the easier and tougher sets of clues had some gems, so I’ll list them separately below:

FLURRY clues:

  • “Brass fastener, as in a kid’s model skeleton” for BRAD (love the specificity!)
  • “Ball culture affirmative” for YAS
  • ‘”You can totally pull off a Mariah Carey song at karaoke tonight,’ probably” for WHITE LIE
  • “Wool whose name becomes a country if you change one letter” for ANGORA

BLIZZARD clues:

  • “Draft pick?” for SCRAP PAPER
  • “Twosome in ‘Waiting for Godot'” for ACTS
  • “Whopper Jr.?” for WHITE LIE
  • “It might be right up your alley” for STRAY CAT

This year’s tournament felt like the perfect introduction to tournament-style solving and puzzles for a newbie competitor, and the wide array of themes, cluing, and grid entry vocabulary kept me engaged throughout the entire solve.

The cluing this year was topnotch, and I laughed out loud several times at the clever linguistic trickery on display.

Boswords events aren’t about difficulty, they’re about the joy of crossword solving and wordplay and all the delights that come with filling in these black-and-white grids, and this year’s Winter Wondersolve was no exception.

It’s the right mix of challenge and creativity for solvers accustomed to NYT-style solving, and I think the constructors and organizers did one heck of a job putting together the event. A hearty tip-of-the-hat to the hardworking puzzlers for pulling this all off!

I can’t wait to see what they cook up for us next.


And speaking of, the Boswords 2026 Spring Themeless League is coming soon! A weekly tournament that happens every Monday night from 9-10 pm Eastern in March and April (with a bonus livestream hangout!), the Spring Themeless League is the kind of community puzzly joy that is always welcome.

Registration for the event opens Saturday, February 15th, and they’ve already announced a killer’s row of constructors (in addition to the spot for the winner of their open submission contest).

This year’s line-up includes Kareem Ayas, Michael Berg, Malaika Handa, Katie Hoody, Rafael Musa, Jess Shulman, Byron Walden, and Stella Zawistowski.

Check out the Boswords website for full details!


Thanks for solving with me today. Did you tackle the challenge of the Winter Wondersolve, or will you be participating in this year’s Spring Themeless League? Let me know in the comments section below, I’d love to hear from you!

Open Submission Contest for the Boswords Spring Themeless League!

boswords new

The Winter Wondersolve has come and gone, but the team at Boswords is already looking ahead to their 2026 Spring Themeless League.

The Spring Themeless League spreads out a tournament-style solving experience over nine weeks, with one themeless crossword per week. Each puzzle is scored based on your answer accuracy (incorrect letters, empty squares, etc.) and how quickly you complete the grid.

While each week’s puzzle only has one solution, there are three sets of clues, each representing a different difficulty level for solvers. Smooth is the least challenging, Choppy is the middle ground, and Stormy is the most challenging. (When solvers register to participate, they choose the difficulty level that suits them best.)

And the Boswords team has announced that they’ll be accepting Open Submissions for one of those themeless puzzles.

They’re looking for an unclued themeless grid (size 15x or 15×16), and it’s only open to constructors who have never had a themeless crossword published in the New York Times (prior to 1/24/26). Constructors who have constructed for a previous Boswords event are also ineligible.

Click here for full details and guidelines for your submission!

Send your grid by Sunday, February 22nd, and you should hear by March 1st if your grid has been chosen.

What an awesome opportunity for up-and-coming cruciverbalists to show off their constructing talents!


While we’re talking about crosswords, let me also take this time to again shout out the ORCAS collaboration with the Trevor Project.

Just donate to the Trevor Project from the special link, and you’ll receive a puzzle pack featuring 76 ORCA-nominated puzzles from 44 outlets, plus five original puzzles from the Constructor of the Year nominees. I solved my way through the entire pack, and it was an absolute joy.

Please give if you can, it’s a wonderful cause. For information on how to make a donation and receive the puzzle pack, email: theorcaawards@gmail.com.

Oh, and the ORCAS ballot for this year’s nominees is now public, so be sure to get your votes in for all those marvelous puzzles and constructors.

(Oh, and PuzzCulture is nominated as well — Best Crossword-Related Media — and the competition is stiff. So much great crossword commentary and content available online!)


Crossword fans have a lot to look forward to in the coming weeks and months!

Boswords Winter Wondersolve was on Sunday (I’ll be delving into the tournament puzzles on Thursday), this coming Saturday is the Westport Library Crossword Tournament, and we’ve got the ORCAS livestream on Monday, February 23rd.

Not only that, but the Boswords Spring Themeless League starts in March, plus we’ve got the American Crossword Puzzle Tournament and Crossword Con in April! (And somewhere in there, Westwords will announce when registration is open for their June event.)


Are you looking forward to any puzzly events coming up, or will you be submitting to the Boswords Spring Themeless League open submission contest? Let us know in the comments below, we’d love to hear from you.

Happy (Inter)National Puzzle Day!

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It’s National Puzzle Day on Thursday, also known as International Puzzle Day, depending on where you are and whether your puzzly activities extend across borders.

Hopefully you’ve managed to dig yourselves out of all that snow across the US, and you’ve got a jigsaw, a crossword, a logic puzzle, a brain teaser, or some other puzzly activity set aside to enjoy.

We’re delighted to be celebrating this puzzliest of days with you, and as you might expect, we’ve got a puzzle for you to solve in honor of the holiday!

This 15x crossword is titled Better Without. Happy solving!

[Click this link to download a PDF of this puzzle.]

Happy National/International Puzzle Day Eve Eve, fellow puzzle fans!