Women of Letters (and Squares and Boxes and Clues and…)

Puzzles bring joy to so many of us. They’re an escape, a challenge, a satisfying little test of our wits, our dedication, our creativity, and our flexibility of thought.

In uncertain times, in times of trouble, people often turn to puzzles. Puzzles were a refuge for many during lockdown when COVID hung over our heads. And now, when so much seems uncertain, if not downright unstable, people will no doubt turn to puzzles again.

That’s not to say that puzzle solving is a mere flight of fancy, a desperate bit of escapism, a Hail Mary avoidance of difficult circumstances, hard questions, and treacherous times to come. Quite the opposite, in fact.

If you turn to puzzles now, you’ll see a road map that proves things can get better.

Because, like it or not, misogyny once dominated the world of puzzles. It was baked into crosswords from the very beginning.

Yes, Arthur Wynne created the template for crosswords. Simon & Schuster are credited with publishing the first crossword puzzle book, as well as all the bestselling puzzle books that followed, serving as the foundation that helped build their brand.

But it was women who made crosswords into something more.

Women like Richard Simon’s aunt Wixie. She insisted Simon look into publishing a limited release crossword book. (UPDATE: I originally wrote that none of the stories mentioned her name, but I later found some that included her nickname, Wixie. I later discovered her actual name is Hedwig Simon.)

Women like Margaret Farrar. While serving as “an unofficial editor of the crossword-puzzle section,” she prevented errors and helped establish some of the baselines that still stand in crosswords today.

Women like Ruth Hale. Ruth was the founding president of the Amateur Cross Word Puzzle League of America, an organization that set crossword standards like limiting black squares and symmetrical grids, building off of Farrar’s work.

Women like Nancy Schuster. Schuster (no relation to the aforementioned publisher) not only ran Dell Crosswords but was the first winner of the American Crossword Puzzle Tournament.

Women like Helen Haven. In the 1920s, Haven was the organizer of the first competitive crossword-solving contest and served as the puzzle editor for The New York Herald-Tribune.

As pointed out by Anna Shechtman in her book The Riddles of the Sphinx: Inheriting the Feminist History of the Crossword Puzzle, between 1913 and the 1960s, most crosswords were created by women.

Puzzles were literally women’s work! With all the connotations that phrase invites.

And crosswords were derided as a frivolous pastime because of it. Not only because women made crosswords, but because crosswords were predominantly solved by women.

The New York Times called the crossword “a primitive form of mental exercise” and female solvers were blamed for neglecting their families and wifely duties because of their “utterly futile finding of words the letters of which will fit into a prearranged pattern, more or less complex.”

Funny how their opinions changed just in time to profit on crosswords in the 1940s.

Much like the Beatles — who were dismissed as nothing more than a glorified boy band when thousands of women cheered at their shows, only for them to be recognized as a once-in-a-generation group of talents when men started paying attention — crosswords became “respectable” only when men took interest and took over.

The percentage of female constructors published in The New York Times went down during the Will Shortz era, as compared to the Will Weng and Eugene Maleska eras.

And like it or not, but “the average solver” concept — a problem I discussed years ago — is still using a white male yardstick for comparisons, to the detrimental of solving and constructing.

In a wonderful blog post on the subject of women in puzzles, the author of the piece opens with the line “I’ve always associated crossword puzzles with men.”

And I realized how lucky I was to NOT have that association. In fact, I don’t think I would be a puzzly guy without the women in my life.

My mother (the first female store manager in A&P history) still solves crosswords and jigsaw puzzles to this day, and encouraged my interest in puzzles in the first place. My oldest sister (a teacher) introduced me to wordplay. My older sister spent hours playing puzzle video games like Dr. Mario with me. My younger sister is not just a master jigsaw puzzle solver, but a fiend at trivia nights and escape rooms, forever challenging me to match her flow.

I was trained in crossword puzzle editing and construction by Penny Press’s crossword guru Eileen Saunders, and still lean on her creativity and wisdom every day (and marvel at her blistering speed and efficiency).

I was shepherded through the world of variety puzzles by Los Angeles Times crossword editor and puzzle badass Patti Varol. (Though it was probably more like dragging my deadweight body through molasses than “shepherding” if I’m being honest.)

And that’s not counting the undeniable and indispensable influence of Amy Roth (a shining light at Penny Press), Chris Begley, and so many other female voices that make Penny Press one of the best outlets for puzzles in the world.

I love puzzles because of those women. I have made a career in puzzles because of those women. I am better at puzzles because of those women.

The puzzle world is better because of women. It will continue to advance and innovate and thrive because of women.

How do I know this? Because women are doing incredible things in puzzles RIGHT NOW.

A small sampling of the women making puzzles better. Wyna Liu, Amanda Rafkin, Soleil Saint-Cyr, Tracy Bennett. Illustrations by Ben Kirchner.

Look at The New York Times. Tracy Bennett, Wyna Liu, and Christina Iverson are delivering great daily puzzles like Connections, Strands, and Mini Crosswords not just consistently, but brilliantly.

The aforementioned Patti Varol is absolutely crushing it at The Los Angeles Times crossword. With Katie Hale and Angela Kinsella Olsen on Patti’s team, every month since mid-April 2022 has had a minimum of 50% women constructors and often exceeds that, all while delivering topnotch puzzles.

The New Yorker, USA Today, The Slate Crossword? Liz Maynes-Aminzade, Amanda Rafkin, Quiara Vasquez. Brooke Husic runs PuzzMo (where Rachel Fabi constructed my favorite puzzle of the year!) and Amy Reynaldo co-edits Crosswords With Friends.

Rebecca Goldstein just won the Orca for constructor of the year. Smarter people than me have called Stella Zawistowski a crossword boss in every sense of the word. Ada Nicolle won the 2024 Lollapuzzoola crossword tournament.

The impact of projects like Women of Letters and The Inkubator weren’t just the tip of the iceberg, they were the tip of the spear. A spear aimed directly at the heart of outdated notions of who makes crosswords and who solves them, dismantling the idea of some mythical “average solver” that has never truly represented the crossword audience.

As constructors, editors, and solvers, women in the past shaped puzzles as we know them. And women in the present are redefining puzzles. Not just in terms of representation (both as grid answers and creators behind the scenes), but in terms of acknowledgment, respect, and appreciation.

As for women of the future? I, for one, can’t wait to see what they have in store for us.

(And thank you to several of the women mentioned above for making this post far, far better than it started.)

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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