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The Results from the 14th ORCAS Awards!

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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!

Registration for the Boswords 2025 Fall Themeless League Is Open!

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It’s that time of year again. The summer tournaments have come and gone (for the most part… thinking of you, Bryant Park!), and fall is near.

And that means the Boswords 2025 Fall Themeless League is almost here!

If you’re unfamiliar, the Boswords Fall Themeless League is a clever weekly spin on traditional crossword tournament-style solving. Instead of cracking through a number of puzzles in a single day (or two), the Fall Themeless League consists of one themeless crossword each week, scored based on your accuracy and how fast you complete the grid.

Each week’s puzzle only has one grid, but 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 you register to participate, you choose the difficulty level that suits you best.)

Each week’s puzzle is accompanied by a one-hour broadcast on Twitch, starting with a preseason puzzle and broadcast on Monday, September 29th at 9 PM Eastern.

The Fall Themeless League then runs the next nine Monday nights starting at 9 PM.

Don’t worry if you can’t attend the Monday night broadcasts. Solvers will have until the end of the day Sunday each solving week to complete that week’s puzzles!

As for the puzzles themselves, each year the Boswords team assembles a lineup of top-flight constructors, and this year is no exception.

This year’s constructors are Carina da Rosa, Barbara Lin, Ryan Mathiason, Sophia Maymudes, Paolo Pasco, David Quarfoot, Brendan Emmett Quigley, Jeremy Venook, Emily Yi and Wayne Zhao.

I’ve participated in the Spring and Fall Themeless Leagues in years past, and it always sparks a renewed appreciation for what talented constructors can do outside the traditional themed structures of a grid. The grid work, the fill, the cluing… these are all given greater focus.

Consider checking it out, you won’t be disappointed!

Will you be participating in this year’s Fall Themeless League, fellow solvers? Let me know in the comments section below, I’d love to hear from you!

The 2021 Boswords Fall Themeless League: Looking Back

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After two months of challenging, engaging, and thoroughly enjoyable weekly solving, the Boswords 2021 Fall Themeless League came to a close last week.

If you’re unfamiliar, the Boswords 2021 Fall Themeless League spreads out a tournament-style solving experience over nine weeks, 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 had one solution, there were three sets of clues, each representing a different difficulty level for solvers. Smooth was the least challenging, Choppy was the middle ground, and Stormy was the most challenging. (When solvers registered to participate, they chose the difficulty level that suited them best.)

Hundreds of solvers signed up for the challenge of two months of themeless puzzle solving and a bit of friendly competition, and now that it’s over, I’d like to share a few thoughts about my experience in the League.

With the previous two Themeless League events under my belt, I had a good sense of what to expect both from the puzzles and from myself.

Although I rarely solve online — and I solve themed crosswords far more often than themeless crosswords — I now have a good base to build on.

Unfortunately, I accidentally signed up for the wrong difficulty level this time around. The previous two seasons, I’d opted for the middle ground, Choppy. I signed up for Stormy by mistake, and didn’t realize my error until I logged in and prepared to solve the season’s first puzzle.

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As you might expect, being freed from the shackles of themed puzzle building allows constructors to really flex their creative muscle, indulging all sorts of curious and unexpected vocabulary as they cross long entries and employ fewer black squares in these impressive grids.

And since I’d mistakenly opted for the toughest level of cluing, I also saw the decidedly clever and devious side of each constructor as I navigated tricky wordplay and more challenging clue content.

The first puzzle of the season immediately showed me what I’d gotten myself into. I didn’t know the number of operas Beethoven had written, or who spoke what ended up being a Madonna quote, or what Mohsin Hamid’s “Exit West” was about.

I hit nearly half an hour with my solving time, which I think was a ten-minute increase from my performance in the previous League’s debut puzzle.

Although I would have better performances later in the season — my time averaged out to 24:48 across eight puzzles — that was definitely a shot right across the bow of my confidence.

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I could have contacted the organizers and asked to be moved over to Choppy. I’m sure they would have accommodated me; the Boswords team is terrific.

But instead, I decided to throw myself into the deep end and stick with Stormy and see how it went.

As I expected, it was quite a challenge. But I trusted my instincts more — filling in more guesses at the start, rather than letting them sit empty until crossing words offered confirmation — and overall, I enjoyed the experience. Sure, I was a little disheartened at how my season started, but knowing that I was competing — however slowly — at the steepest level available pushed me to keep going.

I’ve never been the fastest solver to begin with — doesn’t matter if it’s pencil and paper or on a computer — and I rarely time myself when I solve in my free time. But I kept setting different goals each week. If I had half the grid filled by a certain time, I’d set a time to beat based on that. I didn’t always succeed, but more often than not, I kept my time below whatever goals I’d set.

(Still, I dare not look at the times of the top performers, lest I despair once more. Heh.)

In the end, my individual rank was 220 (out of 303 Stormy solvers), and my overall rank was 251 (out of the 871 individual solvers). Not too shabby. A staggering 1253 people participated in this season’s event,

As for the puzzles themselves, they were solid. The vocabulary — particularly the longer entries — was incredibly creative and unexpected. And the constructors were fantastic.

Each brought their own style and flavor to the competition, and it was great to see well-established names like Byron Walden, Evan Birnholz, Kameron Austin Collins, and the dynamite duo of Doug Peterson and Angela Olson Halsted mixed with newer names to the field like Mollie Cowger and Quiara Vasquez.

All in all, I enjoyed the Fall Themeless League. (Although I was more comfortable with the solving interface and I had a better handle on themeless solving, given that this was my third go-around, I still felt like a rookie tackling the Stormy-level clues.)

I think when the Spring Themeless League rolls around, I’ll try Stormy again. Now that I have a baseline to compare it to, I’d like to see how I can improve.

And with the promise of future Boswords-hosted events in 2022 like the Winter Wondersolve event on February 6th and the Spring Themeless League, it’s nice to have exciting puzzle events to look forward to in the near future.

They’ve already announced the teams for each! The Winter Wondersolve will be constructed by Kate Chin Park, Christina Iverson, Adesina Koiki, and Matthew Stock.

The Spring Themeless League will be handled by Adam Aaronson, Wendy L. Brandes, Katja Brinck, Julian Lim, Frank Longo, the team of Sophia Maymudes & Kyra Wilson, Ada Nicolle, Robyn Weintraub, and one constructor to be named later.

(Yup, a mystery constructor. They’re actually selecting them based on an open submission process, the details of which will be announced tomorrow, Wednesday 12/8! How cool is that?)

Kudos to everyone who helped bring this marvelous project together, and kudos to everyone who participated. It was tough, but also a great deal of fun.

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The Boswords Themeless League Returns Soon (Plus Some Puzzle Activism!)

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The Boswords summer crossword tournament has been a highlight of the puzzly calendar for years now, but during the pandemic, they also made a splash with their Fall and Spring Themeless Leagues.

And registration is now open for the Boswords 2021 Fall Themeless League!

If you’re unfamiliar, the Fall Themeless League is a clever weekly spin on traditional crossword tournament-style solving. Instead of cracking through a number of puzzles in a single day (or two), the Fall Themeless League consists of one themeless crossword each week, scored based on your accuracy and how fast you complete the grid.

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Each week’s puzzle only has one grid, but 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’ll choose the difficulty level that suits them best.)

Sign up, and you get two months of puzzly fun running through October and November!

Plus, they’ve already announced a dynamite lineup of constructors for this season’s puzzles. Here’s the full list: Evan Birnholz, Kameron Austin Collins, Mollie Cowger, Debbie Ellerin, Leslie Rogers, Quiara Vasquez, Byron Walden, Nam Jin Yoon, and the team of Angela Olson Halsted and Doug Peterson.

There’s a terrific mix of established names and up-and-coming constructors there, and I expect the season to be a terrific exploration of the best of themeless crosswords.

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The project is once again being spearheaded by the dynamic duo of John Lieb and Andrew Kingsley, and Brad Wilber will be the puzzle editor.

It’s only $30 to enter as an individual participant ($40 for Pairs), but there’s also a student/discount level for participants who may find the $30 price tag too steep. (There are also puzzle packets from the previous Themeless Leagues available for $10 apiece.)

The Boswords Seasonal Themeless League events have not only opened my eyes to the creativity and skill required for themeless crosswords, but they’ve become some of my favorite parts of the puzzly calendar.

Be sure to click this link for more information, sample puzzles, instructional videos, and more.

And you can check out our thoughts on both the 2020 Fall Themeless League and the 2021 Spring Themeless League for more info as well!

Puzzling and charitable acts often intersect. This is true of the Boswords team with their wonderful discounted option for participants, as well as their donation to Boston-based charities from the proceeds of their summer tournament

And while we’re discussing the intersection of puzzling and doing good, it’s worth mentioning that there are numerous examples of crossword projects working hand-in-hand with social activism for the greater good.

Queer Qrosswords and Women of Letters are just a few examples. All of them provide puzzle bundles for you to enjoy if you show them that you’ve donated to worthwhile charities and other helpful groups and causes.

But there’s another one you might not have heard about: These Puzzles Fund Abortion.

This puzzle packet, originally created to raise funds for the Baltimore Abortion Fund, contains the work of over a dozen constructors, and serves as a marvelous incentive to donate to abortion funds all over the country.

Please click this link hosted by Just Gridding for more information. It’s a terrific way to do some good.

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PuzzleNation is Sponsoring This Year’s Lollapuzzoola!

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The summer is always a marvelous time for puzzly events. We just had the Boswords tournament, and next weekend, there’s another online crossword tournament awaiting solvers!

Lollapuzzoola returns on Saturday, August 21st, and this year, we’re proud to announce that PuzzleNation is one of the tournament’s sponsors!

That’s right, we are providing free subscriptions to The Crosswords Club Digital to all twelve of the tournament finalists (12 in all).

Be sure to click the link for more details, or to sign up for this year’s event.

And if you’re unfamiliar with The Crosswords Club Digital, let’s fill you in on the details!

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It’s a digital subscription service that provides you with six Sunday-sized crosswords each month, created by some of the sharpest crossword constructors in the business today, and edited by puzzle luminaries Patti Varol and Brad Wilber.

You can solve them on your desktop, on your tablet, or printed out, and each month is guaranteed to provide you with puzzles as fun as they are challenging. Plus each month, you receive a bonus word puzzle!

Click this link to check out a sample of the terrific puzzles you’ll get through The Crosswords Club Digital.

I have been a huge fan of the The Crosswords Club for years, and their Digital service is another fantastic way to get top-notch puzzles with the click of a button.

You can check out the full details for The Crosswords Club Digital here, and don’t forget to give Lollapuzzoola a chance as well.

They’ve announced the constructors for this year’s tournament, and the field is loaded with talent! This year’s puzzles will be handled by Brooke Husic, Sid Sivakumar, Wyna Liu, Amanda Rafkin, Patti Varol, and Robyn Weintraub. (Plus they’ve assembled a dynamite ten-person team to craft their bonus event, the Mid-day Multi Mini Meta Mayhem.)

Will you be virtually attending Lollapuzzoola, fellow puzzlers? Or checking out The Crosswords Club Digital? Let us know in the comments section below! We’d love to hear from you.

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The Boswords Crossword Tournament Returns This Weekend!

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Yes, fellow puzzlers, it’s tournament time again!

This Sunday, July 25th, from 1 PM to 6 PM Eastern, the Boswords Crossword Tournament returns! The fifth edition of this event will be contested online for the second year in a row, so it’s the perfect opportunity to test your puzzly skills.

If you haven’t signed up yet, registration closes tomorrow at 5 PM Eastern.

With two divisions to choose from — Individual and Pairs — puzzlers of all ages and experience levels are welcome to enjoy some challenging and clever crosswords in a day of puzzly fun and camaraderie.

Tournament organizers Andrew Kingsley and John Lieb (along with talented puzzle editor Brad Wilber) have gathered a diabolical Ocean’s Eleven-style crew of terrific constructors for this year’s puzzles. The five themed puzzles in regular competition (as well as the championship themeless final) will be constructed by Malaika Handa, Andrew Kingsley, Chandi Deitmer, Wyna Liu, Hoang-Kim Vu, Rob Gonsalves, and Jennifer Lim!

Boswords is asking for $25 for adults, $35 for pairs, and $5 for students to (virtually) attend and compete, which is a real bargain! (Also, for anyone with financial difficulties, there is a discounted rate available.)

If you want to solve the puzzles at your leisure and outside of the competitive setting, it’ll only cost you $10 for the puzzle packet, which you’ll receive Monday by email.

To check out the full details of this year’s event, click here! (And for our rundown of last year’s tournament puzzles, click here!)

Will you be attending the Boswords tournament, fellow puzzlers and PuzzleNationers? Let us know! We’d love to hear from you.

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