Delving into the 2026 Boswords Summer Tournament Puzzles!

Yesterday I had a chance to sit down and test my cruciverbalist mettle with this year’s puzzles from the Boswords Summer Crossword Tournament.

I look forward to Boswords every year, so I had high expectations going in. To no one’s surprise, they managed to meet and occasionally exceed those lofty expectations!

Let’s put those puzzles under the PuzzCulture microscope and see what Boswords had in store for solvers this year!



Warmup Puzzles: Minis by Andrew Kingsley and John Lieb

Instead of practice puzzles or a midi, solvers warmed up for this year’s tournament with three mini crosswords from The Boston Globe.

They were a quick little series of icebreakers to knock the ring rust off of solvers, replete with homophones and Boston references, and the third of the trio was a delight. A C-shaped grid with a Coco Chanel quote in the cluing and SCENTS, SMELLY, and PERFUME as entries, this was a great little puzzle that really made the most of a tight grid.

Puzzle #1: Standing Trial by Emily Biegas & Sala Wanetick

The tournament proper kicked off with this 15×17 puzzle loaded with fun and accessible themed entries and a nice catch-all revealer with STATUS SYMBOLS (whether that status meant verified, engaged/married, action in progress, or importance on a team depended on the answer word).

A very breezy solve, this was the perfect intro puzzle for a day of competitive solving. I was immediately considering alternate ways to read clues and interpret wordplay after seeing the flexibility of STATUS SYMBOLS, which is a terrific mindset for tournament play.

(It was also interesting to note that this was my first of two Biegas/Wanetick puzzles of the day, as I later solved their Wednesday NYT puzzle the same night. This is a duo to keep your eyes on, solvers!)

Interesting grid entries included TOUGH LOVE, RAYA, REAL ID, and RIB MEAT, and my favorite clues were “Number of cards dealt in Go Fish” for SEVEN and “Hotel chain whose name anagrams to a naval force” for RAMADA.

Puzzle #2: Getting Off-Track by Chandi Deitmer

It’s rare that my favorite puzzle of the tournament appears so early in the proceedings, but this 15×14 puzzle was gamesome, tightly constructed, and a terrific solve, an absolute highlight for the day. The gimmick wasn’t flatly apparent at the start, but made total sense upon unraveling the first two themed entries. Balancing sharp and simple is a tricky task, and Deitmer absolutely nailed it here.

This puzzle had names of train systems — “L” for Chicago, “Metro” for Paris, etc. — added to the clue answers to fill in each themed space. (For example, SIDESHOW + Chicago’s L made SLIDESHOW.) The revealer TAKE THE TRAIN explained the themed clues neatly and was the cherry on top of the solve.

Interesting grid entries included LATE GREAT, WITCHCRAFT, and BRITA, and my favorite clues were “Where old minor-league teams called the ‘Spuds’ and ‘Russets’ played” for IDAHO and “Response to Brute force?” for ET TU.

Puzzle #3: Going Greener by Damon Gulczynski

This 19×16 grid has a lot going on — a chain of connected overlapping clues, symmetrical color-shaded entries, and a dollar sign dominating the grid’s black-square design — and all of it comes together neatly as Puzzle #3 begins ratcheting up the difficulty for competitors.

The solver goes on a journey from POVERTY to FORTUNE — a RAGS TO RICHES journey, as the revealer explains — with entry spaces growing greener as the solver follows the chain of connected clues. “Need” clues POVERTY, but then both “Need” and “It might be served by a sheriff” clue WARRANT. Each clue applies to the next entry in turn as we word-associate our way to greener pastures.

It’s a cool concept for a puzzle, one that I don’t think I’ve seen before, and coupled with a tight grid and interesting fill, it’s another strong showing for Boswords.

Interesting grid entries included CORONADO, FINAGLED, EASY WAY OUT, and IN-CROWD, and my favorite clues were “Measure of weight (not purity; that’s with a ‘K’!) for CARAT and “Father Keith Mars and daughter Veronica Mars, e.g., on TV” for PIS (nice fakeout with DUO there).

Puzzle #4: Pay Up by Joon Pahk

This 17×17 puzzle was the most devious of the day, presenting theme entries that seem unconnected, except for the country in parentheses listed after each clue. Realizing that the answers were too long for their given spaces, I started looking for the trick of each entry, and it was a good one.

That “Pay Up” in the title indicated that a unit of currency was not only lurking in each theme entry, but literally “up” from the horizontal answer, reading out in the crossing entry downward as a unit of currency, but upward as the missing letters from the answer. For instance, in PARTS UNKNOWN, WON read out in the crossing entry WONKA, but also served as the “NOW” missing from UNK-NOW-N. (The revealer, RAISING MONEY, also fit the pattern, with YEN reading down as part of MO-NEY.)

It’s a terrific bit of constructing. (And as a professional wrestling fan, seeing PARTS UNKNOWN in a grid was a treat.)

Interesting grid entries included NOPES OUT, OLE ELO, PYRITE, BOP-IT, and ORKNEY, and my favorite clues were “Something that’s beside the point?” in ONES COLUMN and “The planets, e.g.” for OCTAD.

Puzzle #5: Back Packs by Kathleen Duncan

The tournament concluded for most solvers with this 17×15 puzzle, a pleasant solve after the back-to-back challenge of Puzzles 3 and 4. It can be tough to stick the landing in a tournament setting like this, but Duncan deftly mixed strong construction and fill with playful cluing to wrap up the day in style.

Five groups (the BACK PACKS of the title) were concealed backwards in larger theme entries, like WERC (CREW) lurking in POWER COUPLE. But like I said earlier, the real highlight here was the engaging fill throughout the grid.

Interesting grid entries included KING TUT, MEDALISTS, GIGOLO, AD CREEP, CHOREO, CILLIAN, and MEMORANDA, and my favorite clues were “Disney dwarf number” for HEIGH-HO (my favorite clue of the day!) and “Overseers of camera dollies on film sets” for GRIPS.

Puzzle #6: Championship Themeless by Peter Wentz

As always, Boswords closed out with a themeless puzzle for the top solvers to live-solve, and this 15x grid was a suitable challenge. The stack of five 9-letter entries across the middle, plus the longer entries tying the grid together, offered loads of opportunities for good, uncommon vocabulary and solid fill.

There was also great cluing across both puzzles, with an emphasis on kid-lit references, a fun little micro-theme in the clues, particularly in the Sizzling set. (There were two sets of clues available for the championship themeless, the MILD and SIZZLING sets, depending on your preference.)

Interesting grid entries included EMERALD CITY, LATINO USA, EX PARTE, DRY AS DUST, FRENEMY, and MOP UP DUTY.

As for favorite clues, here’s a list:

MILD: “Lassie’s swimming hole” for LOCH
MILD: “Like a melon that ‘pings’ when thumped” for UNRIPE
SIZZLING: “Abbr. preceding Friday” for SGT
SIZZLING: “Obeys flickering lights at intermission, say” for HAS A SEAT
SIZZLING: “Worker focused on the present?” for ELF
SIZZLING: “Creator of the North-Going Zax” for SEUSS

(Plus another wrestling reference with the Iron Sheik getting a shout-out.)



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Consistency is king, and Boswords never falters.

Whether it’s their summer tournament, the Winter Wondersolve, or their seasonal themeless leagues, Boswords delivers. I’m a sucker for trivia-filled clues and Boswords constructors never skimp on the details. The grid fill is eye-catching, and the themes, whether deviously tricky or more immediately accessible, are memorable, never feeling overworked or too esoteric.

Maintaining this level of quality, solver-friendliness, and creativity is a tightrope walk… one the Boswords team navigates every single time. Their track record is impeccable.

And with so many exciting puzzly events on the calendar every year, I still think Boswords is the perfect tournament to introduce solvers to tournament-style puzzling.

I cannot wait to see what they cook up for us next year.


Did you attempt this year’s Boswords summer tournament puzzles, fellow solver? If so, I’d love to hear from you in the comments section below!

Upcoming Crossword Tournaments (Plus a Puzzle to Solve!)

Just a quick post today to remind you of TWO big crossword events coming soon!

Firstly, Boswords is just a few short weeks away, and they recently announced the constructors for this year’s tournament puzzles.

Chandi Deitmer, Kathleen Duncan, Peter Wentz, Joon Pahk, Damon Gulczynski, and the team of Emily Biegas & Sala Wanetick will be constructing this year. With a rogue’s gallery of top-flight constructors like this, the tournament is sure to be a great time!

Also Lollapuzzoola is coming!

Lollapuzzoola will be happening on a Saturday in August — Saturday, August 15th, in fact — and registration is now open!

This year’s event, Lollapuzzoola 19, has been titled “Around the World,” and promises all sorts of puzzly challenges:

Travel the globe with us through crosswords and games — the day includes tournament puzzles, warmup puzzles, a variety puzzle meta suite, a multi-crossword meta suite, and more!

Plus pizza!

There are two solo divisions for competitors: the Local Division (for newer solvers, more casual solvers, or those with less tournament experience) and the Express Division for “hardcore speed solvers with tournament experience.”

For those who solve with a buddy, the Pairs Division is always an option, and of course, the At-Home Division is available for players who can’t make it to NYC. (I’ll be solving from home for sure!)

A great summer of puzzles continues with two back-to-back highlights of the cruciverbalist calendar year.


And since we’re talking crosswords, I’ve got a 13x puzzle for you to solve today.

I tried something a little different this time around, but hopefully you enjoy! (Once you figure out the gimmick, it’ll probably be a pretty quick solve.)

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


Will you be participating in either Boswords or Lollapuzzoola this year, fellow puzzler? Let me know in the comments section below. I’d love to hear from you!

Twenty Years of the Wordplay Documentary!

2026 continues to be a year of big anniversaries in the world of puzzles. Yesterday marked the 155th birthday of Arthur Wynne, the creator of the first modern crossword puzzle in 1913.

And today marks twenty years since the Wordplay documentary first hit theaters.

Wordplaymp

The documentary chronicled the 2005 edition of the American Crossword Puzzle Tournament, bringing national attention to the tournament (and inspiring a Simpsons episode about crosswords).

Wordplay introduced a wider audience to several famous names in crossword tournament circles, like Ellen Ripstein, Trip Payne, Tyler Hinman, Jon Delfin, and Al Sanders, as well as highlighting many celebrity crossword solvers like Jon Stewart, Ken Burns, Bill Clinton, and more.

And the impact Wordplay had on the tournament itself, and interest in crosswords in general, cannot be overstated.

Wordplay sparked a 40% increase in attendance the year after it aired, and the growing interest in the yearly event caused the tournament to actually change locations from the Stamford Marriott to a larger venue in New York City for 7 years.

And it’s delightfully apropos that this year marked the tournament’s last year in Stamford, once again moving to a larger venue (in Philadelphia this time!) in order to accommodate increased attendance. Synchronicity!

There was even a song for the documentary…

I think my favorite part of the documentary was Will Shortz reading some critical responses (aka hate mail) in good spirits, though getting a glimpse into the creative process of Merl Reagle was also a treat.

Over the last twenty years, Wordplay has gone from introducing many people to crosswords and tournament solving to a time capsule of a particular era in puzzles.

A time when the hundredth anniversary of the crossword hadn’t arrived. A time before crosswords on The Simpsons, before online tournaments and apps like Daily Pop Crosswords or Puzzmo. A time when crosswords were still weirdly considered a niche interest, despite the tens of millions of people solving them every day.

And we can thank Wordplay for helping welcome a new generation of solvers to our puzzly world.


In honor of the anniversary, I’ve got a puzzle for you!

I had the idea for the theme while writing this post and thinking about puzzle history, and I hope you enjoy.

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


How did you find your way to crossword solving, fellow puzzlers? Was Wordplay your gateway, or was it a friend or a family member? Or did you simply accept the challenge of a grid in your local paper on a whim one day?

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

Delving into the 2026 Westwords Tournament Puzzles!

It’s time, once again, for me to sit down and try my hand at some tournament-style puzzles. This week, it was the puzzles from this past weekend’s Westwords Crossword Tournament.

Given the talent involved amongst the organizers and constructors, as well as the previous year’s banger crop of puzzles, I had high expectations, and I was not disappointed.

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


Puzzle #1: Western Expansion by Andrea Carla Michaels & Mark Axel

The tournament began with this 15x grid where the word WEST appeared in each theme entry, but the letters were spread further apart with each subsequent answer, offering solvers the Western Expansion promised in the title.

This was a great opener with a fun, accessible theme and a very smooth solve. The vocabulary was playful and the puzzle had great Monday energy. My only quibble was the repetition of YOU in the crossing entries I GOT YOU and WE STILL LOVE YOU, but that’s more of a personal preference than any fault with the construction.

Interesting grid entries included BAD LUCK, HIS LOSS, E-CLASS, and SOBFEST, and my favorite clues were “Duct tape has dozens of these” for USES and “Beatles song about an age that Paul is nearly 20 years past” for WHEN I’M SIXTY-FOUR.

Puzzle #2: Make It Rain by Sophia Maymudes

The second tournament puzzle was a freestyle 15x absolutely loaded with trivia about the West Coast and western cities, as well as two grid-spanning entries about the Pacific Northwest in particular (BIGFOOT SIGHTING and SEATTLE SOUNDERS).

I found the difficulty to be pretty much on par with the first puzzle of the tournament, and I was impressed with Sophia’s clean layout, construction, and delightful grid fill. (The across pairing of MADE PROUD and IMMODESTY was a fun little visual Easter Egg as well.)

Interesting grid entries included LA GEAR, ARMAGEDDON, DIOGENES, and KATNISS, and my favorite clues were ‘Word preceding “dash” or “bracelet”‘ for SLAP and “Quality that’s neither very demure nor very mindful” for IMMODESTY.

Puzzle #3: Pride of Place by Zhou Zhang and Mallory Montgomery

This 18×17 grid was the largest of the tournament (though Puzzle #5 came close), and the theme centered around common phrases where a W was replaced with a B, as explained by the revealer WESTCOASTBESTCOAST (which is a nice nod to both the tournament’s setting and the fantastic URL for the Westwords website, westwordsbestwords.com).

The puckish wordplay (particularly with READ ‘EM AND BEEP) made this midpoint puzzle of the tournament a treat. I also liked the synchronicity of HASTA LA VISTA and LEAVE NO TRACE reading down, continuing the unofficial theme of related fill entries in grids.

Interesting grid entries included DOG DAD, ODAWA, JOIN US, MALORT, and TREBEK, and my favorite clues were “Fairy tale girl who gets a witch baked?” for GRETEL, “Super-duper promise” for VOW, “Lawless heroine?” for XENA, “Hue grant?” for DYE JOB, and “They were celebrated 35 days ago” for MOMS. So many great clues in this one!

Image courtesy of Etsy.

Puzzle #4: Catch My Drift? by Rebecca Goldstein

I predicted last year that Puzzle #4 in Westwords could build a similar reputation to the dreaded Puzzle #5 at the American Crossword Puzzle Tournament, and this year’s Puzzle #4 understood its instructions perfectly.

This 16×15 grid was the toughest of the tournament. Fault lines ran throughout the grid, causing letters to drop out of many of the down entries. These SHAKEUPS related to the shifting of TECTONIC PLATES — our two revealers in the grid! — not only caused PLATE to be removed from those aforementioned down entries, but they also made the across entry ABOVE each fault line scramble/anagram itself into another word!

There was so much going on with this grid, and despite the fault lines, it all fit together seamlessly. (The down words that lost letters STILL spelled actual words.) It was a diabolical bit of crossword construction, to be sure!

Between the down entries with letters from PLATE removed and the scrambled entries across, there was a lot of “I KNOW this is the right answer, but it doesn’t fit” brain scramble as I was solving, heh. But it was an immensely fun challenge to puzzle out.

Interesting grid entries included PIXIE CUT, ANOMALIES, and DRIP PAN, and my favorite clues were “Not exactly a long look” for PIXIE CUT and “Some docs” for IDS.

Puzzle #5: Play Grounds by Sarah Sinclair

After the deviousness of Puzzle #4, and with the freestyle final puzzle looming, Puzzle #5 was a lighter, breezier solve, but one that still managed to pack this 18×15 grid with five punnily-clued entries tied to West Coast landmarks.

And that “play”-ful aspect continued throughout the cluing. We had pop culture trivia, tongue-in-cheek jabs at pop culture and crosswordese, and more facts and details germane to the tournament’s setting. Sinclair went all out with the cluing in this one.

Interesting grid entries included OH HELL NO, KOOPA, SO LONG, and ADORBS, and my favorite clues were “Concave decagon, more familiarly” for STAR, “Knd f lttr mssng frm ths cl” for VOWEL, and “Something read by a cleric… that becomes something read by a clairvoyant when a letter is removed” for PSALM.

Puzzle #6: Final by Byron Walden

The final puzzle for the tournament boasts a different set of clues for each of the divisions — Beach and Mountain — and Byron constructed a 15x puzzle with smooth fill, cunning cluing, and great variety in vocabulary. This was a Byron Walden special, for sure.

Both the Beach and Mountain versions of the puzzle had kickass clues (including a Reginald VelJohnson reference), and either version would made for a suitable challenge for the tournament’s finalists. I’m glad I didn’t have to try to puzzle this one out in front of a crowd!

Interesting grid entries included BUDDY SYSTEM, STANDING O, HOG WILD, and DAIKONS.

As for favorite clues, here’s a list:

BEACH: “Company with a Breakout hit?” for ATARI
BEACH: “Unruly way to go” for HOG WILD
BEACH: “Poly relative” for MULTI
BEACH: The Galatea pairing of “Water-dwelling divinity such as Galatea” for SEA NYMPH and “Solar system body such as Galatea” for MOON
MOUNTAIN: “They’re not sold on the Sabbath” for AGNOSTICS
MOUNTAIN: “Alaska is 120 times its size: abbr.” for CONN
MOUNTAIN: “Set of safety matches” for BUDDY SYSTEM
MOUNTAIN: “Past perfect mood?” for NOSTAGIA
MOUNTAIN: “Avon calling?” for BARD

There were genuinely too many to list. Between this one, Puzzle #3, and Puzzle #5, solvers were absolutely spoiled with great cluing this year.


Westwords goes from strength to strength with another standout year of puzzles. The bar is SO HIGH for tournament puzzles these days, and the 2026 Westwords constructors stepped up big time. The creativity was there, the trivia was flowing, and the cluing was fantastic.

We got several different puzzles playing on the Westwords / West Coast branding, and every puzzle felt like it had its own identity and voice, which is not always the case with tournament puzzles as a whole.

If you’ve never tackled tournament-style puzzling before, I would highly recommend giving Westwords a try. It gets you into the flow of solving with the first few puzzles, punches you in the face with a proper challenge, then eases you back into it before the final. It’s a great time.

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


Did you attempt this year’s Westwords tournament puzzles, fellow solver? Let me know in the comments section below! I’d love to hear from you.

Crossword News Roundup!

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Crossword tournament season is fully in swing and there’s plenty to keep up on AND look forward to.

The Boswords Spring Themeless League is in week 3 already, and I’ve heard rave reviews of the puzzles so far.

We’re only a few weeks out from the 48th American Crossword Puzzle Tournament, which will be the last year the event is held in Stamford, CT, before the move next year to Philadelphia.

Westwords isn’t until June, but registration is open! (And they’ve added in-person pairs solving this year.)

Also, can we talk about crossword website names for a minute? Because https://www.westwordsbestwords.com/ is a great one.

Not only that, but there’s also https://www.midwestgridfest.com/ for the Midwest Crossword Tournament, which is just delightful.

Yes, you can simply type https://www.mwxwt.com/ and get to the same information, but where is the whimsy in that?!

(P.S. The Midwest Crossword Tournament isn’t until October, but registration opens April 6th!)


Crossword Con Returns!

Puzzmo’s Third Annual Crossword Con is being held on Friday, April 10th, in Manhattan, New York (and online as well).

If you’re looking for some fascinating insight into the world of puzzles both present and future, be sure to check it out!

They just announced the panel of presenters and it is stacked: Brooke Husic, Orta Therox, Saman Bemel-Benrud, Ben Zimmer, and Adam Aaronson.

Adam very deservingly won the ORCA for Best Crossword-Related Media for his piece “Square Theory,” so I’m excited to see him revisiting the topic for Crossword Con. It will be a must-watch presentation.

Be sure to get your tickets for either in-person or online attendance. They’re including a one-year subscription to Puzzmo Plus with your purchase!


These Puzzles Fund Abortion 6

Before I wrap up today’s post, I want to remind my fellow puzzlers about the important work behind These Puzzles Fund Abortion.

They’re hoping to raise $50,000 to support safe, affordable, and accessible abortion care with the sixth edition of TPFA. You can make a donation and preorder your puzzle packet right now!

These Puzzles Fund Abortion 6 contains 21 puzzles centered around social and reproductive justice themes, all for a minimum donation of $25.

If you donate $50 or more, you will also receive the puzzle packs for the previous five years of TPFA.

With data showing that Republican presidents send maternal deaths soaring when they take office, this is a very worthy cause. I hope your finances allow you to contribute to the health and safety of others.

Happy solving, puzzlers!

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!