A Look at Ambigrams in Honor of John Langdon

Symmetry is nothing new to puzzle enthusiasts.

After all, diagonal symmetry is one of the fundamental rules of crossword grid design. (Along with the occasional example of vertical symmetry.)

Puzzlers are used to linguistic symmetry as well. A well-constructed palindrome, the same message reading forward and backward, has delighted and challenged many a puzzly mind. Go hang a salami, I’m a lasagna hog.

Ambigrams scratch the same itch, combining artistic flourish with clever letter placement to create a message with rotational symmetry, allowing you to rotate the image 180 degrees and see the same message.

The curious thing about ambigrams that they feel ancient, like an artistic work steeped in history from centuries past, but in reality, they’ve only been around since the 1970s! (The term itself was coined by Douglas Hofstadter in 1984.)

The four elements as a single ambigram.

The creation of Philadelphia painter, writer, professor, and graphic designer John Langdon, he always envisioned his ambigrams as a visual presentation of words intended to present a familiar concept in an unfamiliar way.

In an interview in 2006 with Newswise.com, he said, “In the early ’70s, I tried to do with words what Dali and Escher did with images.”

Most famously, he created several ambigrams for Dan Brown’s book Angels & Demons, adding a mystical aura to Robert Langdon’s adventures involving the church and the Illuminati.

Oh, yeah, you noticed that, did you? Yes, the protagonist of The Da Vinci Code and several other bestselling works is named after John Langdon.

In an interview, Brown shared the story of his father, a math teacher, showing him Langdon’s book Wordplay, and he was instantly hooked. “John’s art changed the way I think about symmetry, symbols, and art.”

We sadly lost John earlier this year at the age of 79, but his lasting influence in the world of wordplay is alive and well, not only with his literary legacy and namesake, but in the work of other ambigram artists.

The YouTube channel Write Words – Make Magic has gone viral over the last few years by creating ambigrams for viewers’ names, as well as other cultural touchstones, and it’s absolutely worth a watch. They happily show off their techniques for creating ambigrams, and it’s a true delight.

Ambigrams, and Langdon’s art in general, are all about revisiting one’s perspective. “Ambiguity makes people uncomfortable. But the lesson of Taoism is that if you have only one vantage point, you’re not seeing the truth.”

Puzzles are often about viewing things from another angle. Wordplay, punnery, manipulating language to surprise and playfully mislead… these are hallmarks of crosswords and crossword cluing.

A “very strong sense of legibility but also a marvelous sense of esthetics, flow, and elegance.” This could easily describe a great crossword puzzle, but it’s actually Douglas Hofstadter’s description of John Langdon and his work.

I guess it’s all a matter of perspective. Insight and wordplay, lurking within the symmetry.

If you just know how to look for it.


Do you have any favorite palindromes, ambigrams, or examples of symmetrical puzzling, fellow reader? Let us know in the comments section below! We’d love to hear from you.

Happy puzzling!

Farewell, Tim. Farewell, Steve.

Sadly, the start of 2026 has been a rough one for the games industry, as we lost two influential voices in the span of a few days.

Please join me as I take a few moments to honor the lives and contributions of Tim Kask and Steve Dee.


On December 30th, we said goodbye to Tim Kask.

When you think of the early days of Dungeons & Dragons, there are names like Gary Gygax and Dave Arneson that many roleplaying fans probably know. But Tim Kask’s name belongs in the same conversation as those renowned voices.

Tim was hired as an editor for Tactical Studies Rules (aka TSR, the founding company of D&D) by Gygax himself, making him the first full-time employee of the company. He was already a fan of Gygax’s game Chainmail and was one of the playtesters of “The Fantasy Game” (the game that would eventually become Dungeons & Dragons).

And his fingerprints are all over the world’s most famous roleplaying game.

He edited and contributed to Blackmoor, one of the earliest supplemental books for D&D, adding rules, playable classes, and the first published adventure, The Temple of the Frog. Additional supplements like Swords & Spells, Eldritch Wizardry, and Gods, Demigods, and Heroes were also shepherded by Kask’s capable hands.

The first thirty or so issues of Dragon Magazine — formerly The Strategic Review, and then The Dragon, before settling on the name known by most fans — were part of Kask’s ongoing projects for the company as well. It remained one of the premiere D&D-focused magazines for years, and copies of Dragon Magazine are still treasured in RPG collections to this day.

Tim hired influential voices like Kim Mohan, and granted a license to Jennell Jaquays to publish her own D&D fanzine The Dungeoneer, adding new adventures for players to enjoy. (Jacquays would soon revolutionize the concept of the dungeon crawl with her multi-path dynamic dungeons, replacing the linear corridors and encounters that had defined the concept until that point.)

He was one of the first people to call the hobby “role-playing.” Magic Missile automatically hits its target because of Kask. And the Sword of Kas, one of the most legendary weapons in all of D&D, is named after him.

Kask resigned from the company in 1980, displeased with the direction of the game, but he continued to contribute to the games industry by starting magazines, making appearances at Gen Con, writing for The Crusader and Gygax Magazine, and founding game company Eldritch Enterprises. His YouTube channel, Curmudgeon in the Cellar, is a favorite of many gamers and roleplayers.

Fans remember him as straightforward, grumpy, and very very funny, happy to share his knowledge and opinions on the game he helped bring to prominence.

Thank you for everything, Tim.



Only a few days later, on January 2nd, we lost Steve Dee as well.

Steve Darlington, better known to board game enthusiasts as Steve Dee, was president of Tin Star Games, an Australian gaming company dedicated to story-driven play and creative expression. Their motto was simple:

We make games. They tell stories.

His games are endlessly repeatable player-driven fun. You’ve probably heard of his most famous creation, There’s Been a Murder (which was on our Halloween game countdown).

But I want to highlight some of his other games that haven’t received as much of the spotlight. There’s Partners, a two-player game that lets you explore the classic TV crime-solving dynamic of the straight-shooter and their wildcard partner.

There’s also The Score, a simple 18-card game that lets you tell the story of the greatest heist movie ever (at least the greatest heist movie not involving bears).

But he was far more than a mere game designer.

Steve was a huge believer in jams: events where you create something in a limited time, marrying creativity with challenge. He participated in 48-hour jams to create 3-minute short films. He hosted jams and panels at cons, teaching people how to make board games in 2 or 3 hours.

He even hosted a challenge where fans yelled roleplaying game ideas at him and he would turn them into a playable game in just one hour!

Steve’s YouTube channel is a treasure trove of hard-won experience and boundless support for gamers and game designers, shining a light on many of the difficulties of running a small game company in the modern day. His videos are loaded with personality, and his unwavering sincerity shines through in every one.

Described by friends and admirers as humble and helpful, generous and inspiring, Steve was happy to help others with advice, guidance, and encouragement. The number of anecdotes across Facebook and gaming sites was truly overwhelming, mentioning kind words, workshops, impromptu lunch-time feedback sessions, and more.

And it’s so very fitting that his last Patreon post was titled something that fit Steve’s mantra and spirit so perfectly: Just do something.

Please let me conclude this tribute with Steve’s own inspiring words…

In times of crisis, heroism often fails; great efforts come to nothing and the casual or cruel can grant salvation. However, the smallest things can still be incredibly powerful and resonate to eternity. You matter, and if you show up, you can change your fate, or someone else’s. And that is everything.

Thank you for everything, Steve.

Farewell, Tom Lehrer.

The world of puzzles and games is larger than constructors and game designers. There are artists, writers, editors, wordsmiths, hosts, musicians, and influences that help shape puzzles and games in so many different ways. Their efforts enrich and popularize these beloved pastimes, contributing to the world by celebrating wordplay, creativity, and nerdy pursuits.

And sadly, the world grew a little less witty, a little less clever, and a lot less bold and outspoken about so many important topics when Tom Lehrer passed away a few days ago.

It’s hard to know where to begin.

How do you describe the cultural influence of a man whose songs still delight, inform, and push boundaries today, even though he wrote most of them over sixty years ago?

How do you describe a successful musician who walked away from public performance after three brilliant albums — thirty-seven songs, each an intricately-crafted dissection of some aspect of culture, science, or current events, often as poignant and sharp-tongued as they were hilarious — and spent the bulk of his life as a teacher and college professor instead?

How do you describe the genius of a man for whom wordplay flowed as easily as scientific lingo or political commentary, a man who could make you laugh (and think, really think) about nuclear annihilation, questionable post-war government programs, or even the Catholic Church itself?

His influence on pop culture can’t be overestimated. Across generations, his songs educated and inspired, and his legacy is bulletproof. He created songs for The Electric Company, Square One TV, and That Was The Week That Was. (Those shows were decades apart!)

He inspired performers like “Weird Al” Yankovic, and I think his fingerprints are unmistakable on other hilarious and educational projects, like the songs of Randy Rogel for Animaniacs. (Trust me, you can’t listen to “the Multiplication song” from Animaniacs and NOT think of Lehrer’s “New Math”.)

Tom retired from live performance in the late 1960s, having felt like he’d said everything he wanted to say with his music. (Plus, as he famously pointed out, “political satire became obsolete when Henry Kissinger was awarded the Nobel peace prize.”)

But his songs wouldn’t be denied.

Dr. Demento’s radio show brought Lehrer’s work to new ears in the 1970s, 80s, and 90s, and Honest2Betsy has brought him to yet another generation’s attention with her videos over the last few years.

His songs are timeless. “The Elements” alone has appeared in Better Call Saul, NCIS, Gilmore Girls, and The Big Bang Theory. (Not to mention Daniel Radcliffe’s famous rendition of the song on The Graham Norton Show, where he called Lehrer his hero. This actually led to Radcliffe starring in the film Weird: The Al Yankovic Story.)

Speaking of “Weird Al,” his New York Times crossword puzzle with constructor Eric Berlin namedropped Tom as part of the grid fill in this pun-heavy collaboration:

And it is a love of wordplay that sparked this tribute today.

Lehrer’s work is absolutely riddled with clever puns, comedic craftsmanship, and playing with the listener’s expectations: all things that great crossword cluing employs.

You can’t listen to songs like “Silent E” or “Without an S” and NOT imagine clues or themes that Lehrer’s linguistic legerdemain could inspire.

Not to mention this gem:

There’s a playfulness there, paired with technique, creativity, and an absolute willingness to bend conventions to their breaking point in order to make something new. How can you not love it?

But wordplay, commentary, and scientific and mathematical literacy weren’t Lehrer’s only gifts to the world.

He claimed to have invented the jello shot while in the military (to skirt rules about alcohol consumption). He wrote the song “Don’t Major in Physics,” which would have been good advice to me in freshman year of college, had I cared to listen.

Image courtesy of warhistoryonline.

And he also made the incredible gesture in 2022 of transferring the music and lyrics for all the songs he had ever written into the public domain. He relinquished the copyright and performing/recording rights for his songs as well, making his music and lyrics free for anyone to use. Downloadable lyric and music files are available on his website.

His statement releasing all his works into the public domain concluded with this note: “This website will be shut down at some date in the not too distant future, so if you want to download anything, don’t wait too long.”

For now, at least, the website remains online.

And it seems so apropos that the man who walked away from music decades ago to share his love of mathematics, science, and teaching with others is also the man who would happily sign away the rights to his music to enrich the lives of others once again.

The humanities and the STEM fields both owe Tom Lehrer a debt that can never be repaid.

The world was blessed with his presence for 97 years, and I have no doubt that his words, his music, and the forceful spirit that infused both will be around for many many years to come.

Farewell, Tom. Thanks for warning us about Shakespeare.

Oh, and for this lovely little ditty:

Farewell, Wink.

Image courtesy of NBC News.

In the pantheon of game show hosts, there are names, there are stars, and there are icons.

Wink Martindale deserves to be called an icon.

He was the host of twenty-one different game shows across a career spanning more than 60 years, including Debt, Tic-Tac-Dough/The New Tac-Tic-Dough, Gambit, High Rollers, and my personal favorite, Trivial Pursuit. (I remember watching and playing along on days I was home sick from school.)

But it may come as a surprise that he contributed far more than memorable game show moments to pop culture.

As a disc jockey in the 1950s, he gave Elvis Presley a lot of airtime, and Elvis rewarded Wink’s enthusiasm and loyalty with his first interview, which was recorded during an episode of Top Ten Dance Party. (Col. Parker was apparently fuming over it!)

His spoken-word song “Deck of Cards” sold over one million copies in 1959, and he made the top ten of the Billboard Hot 100 Chart.

He continued to work in radio all throughout his life, spanning local disc jockey work all the way to appearances on Sirius Radio in the 2010s. His television appearances were equally varied, running the gamut from Your Hit Parade to The Howard Stern Show, including commercials for Orbitz and KFC.

Wink was awarded a star on the Hollywood Walk of Fame in 2006.

He also has a YouTube channel where he chronicles the history of game shows. You should absolutely check it out. (This episode debuted a mere two hours before he passed.)

On a personal note, I found Wink to be an immensely gracious and giving individual.

Back in 2013, I was only a year into writing what was then known as PuzzleNation Blog, and still finding my feet. I had sent out dozens upon dozens of interview requests to puzzly people, celebrities, authors, and more. One of those many requests went to Wink Martindale Productions.

I received a reply the very next day. He was happy to do so.

He politely corrected me about the number of game shows he had hosted, pointing out it was “one more than the great Bill Cullen.” (Sorry, Hollywood Reporter and MSN, who claimed it was 20, not 21.)

His answers were short and to the point, but honest and charming. He shared that his favorite memory from his career was the day his agent told him he’d be hosting his first game show, What’s This Song, for NBC. “Like your first car or your first house, there is nothing that can compete with THE FIRST anything!”

He didn’t know me or anything about the blog, and yet he took time from his still-busy schedule to give us a boost. It was a kind gesture I’ve never forgotten.

It gives me comfort to know he was surrounded by family and loved ones at the end.

Farewell, Wink. Thank you for your humor and heart and all those memories.


The Strong National Museum of Play did a wonderful writeup on Wink’s life. It’s absolutely worth a read.

Farewell, Ann.

The puzzle world is a relatively small one, and sadly, it grew smaller a few weeks ago, as friend of the blog Ann Santoro passed away.

Born July 26, 1936, Ann’s love of language and learning was evident throughout her life. She earned a Bachelor’s degree from the University of Pennsylvania and a Master’s degree from Cornell. She became a teacher herself, specializing in both English and Latin.

Penny Press’s owner Peter Kanter remembers discussing Latin with Ann:

I was always fascinated and impressed by Ann’s knowledge of the classics. She translated ancient Greek to Latin, and back. For a while I was on a Latin kick based on Ann’s example. Ann recommended a Latin primer and told me I should just get at it. She had no airs or pretensions about her hobby or her erudition. She made everything very matter of fact. She also told me her favorite translator of Homer. I think it was Lattimore or Lombardo.

I made a few half-hearted gestures at finding a Latin teacher; I got the Latin primer and I got the Lattimore and Lombardo translations. But I never did much with them. In the end I concluded that that was best left to Ann!

After her teaching career, Ann went on to work for Penny Press, where she was a fixture for decades, rising to the title of Senior Editor.

In fact, she was with the company for so long that there was a bit of a debate regarding when she actually started! Her “official” hire date is marked as 11/8/1976, but it’s more likely that she was freelancing for the company before then. I firmly believe she started back in 1974, meaning she spent fifty years coordinating and correcting pretypes for the company, shaping generations of puzzle editors.

And her pretypes were the stuff of legend. When she wasn’t schooling me on the differences between transitive and intransitive verbs, she was demanding verification of any slang or phrases she couldn’t find in reputable sources.

As Annamarie Spero of Penny Press pointed out:

Ann knew the rules of grammar forward and back. As a senior editor, she didn’t just point out an error; she explained why it was wrong so that editors could learn from mistakes and hone their skills, the hallmark of a good teacher.


In one of my favorite interactions with her, where we disagreed on the spelling of DeMille (Agnes de Mille uses two words, while Cecil B. DeMille uses one), she grew so exasperated with my spelling that she provided the incredible notation “SEE HIS TOMBSTONE.”

I looked up his tombstone and, lo and behold, it backed up my spelling, not hers. (I still have the “SEE HIS TOMBSTONE” note on my bulletin board.)

Of course, being such a stickler for grammar sometimes caused problems. Punny clues that played with language (and wandered outside traditional grammar) often got corrected by her in pretypes… until they were no longer punny OR effective. But with a stet and a chuckle, you moved on with your corrections, inevitably taking a LOT of Ann’s notes to heart.

One correction (regarding actor Emil Jannings) actually lead to a long friendship, as Annamarie Spero explains:

I met the cape-wearing, five-foot-tall powerhouse senior editor during my first year at Penny Press. She reviewed my blurbs for the Word Seek line of puzzle magazines. On one particular occasion, she and a long-time crossword editor were discussing a clue/answer that involved actor Emil Jannings, who co-starred with Marlene Dietrich in 1930’s “The Blue Angel.”

The editor was trying to think of his name and I said it, pronouncing it “AY-mill YAN-ings.” The editor corrected me, pronouncing it “EE-MEAL JAN-ings.” Ann then spoke up and said to the editor, “No, she’s [meaning me] right. It’s AY-mil YAN-ings. He was German.” (And that was the German pronunciation.) Ann was impressed and at that moment, I gained her respect, and we became friends.


Ann balanced her no-nonsense approach to pretypes with a love of learning and new experiences outside of work. In addition to her Latin studies, she shared Chinese cooking classes and jewelry making courses with crossword guru Eileen Saunders, and enjoyed sharing her vast knowledge of classical music with others.

She was also an early adopter of new technology! When e-books emerged into the market, Ann switched from a wholly physical reference library to a mostly digital one, and followed that by digitizing her CDs onto a music server.

Of course, this also led to a misunderstanding in one of my pretypes, when Ann couldn’t verify one of my clues… and turned to Urban Dictionary for explanation. Through tears of laughter, I explained why Urban Dictionary might not be the best resource for verification, and from that point on, Ann stuck to the more legitimate recommendations from Onelook.com.


Ann was uncompromising, fiercely opinionated, and keenly observant of the world around her. She made every puzzle magazine she touched better, and she educated a lot of solvers and editors alike along the way.

It’s so easy to imagine that she carried all the answers you’d ever need in her ubiquitous giant purse. Or, as Peter Kanter hoped, a copy of her favorite translation of Homer’s works.

There will truly never be another Ann Santoro. Ann, we’ll miss you.


Please forgive the delay in finalizing this post.

It took longer than usual to write, not only because I wanted to make sure I captured as much of Ann’s unique spirit as possible, but also because I wanted to reach out to friends and colleagues, both past and present, to share their thoughts about Ann.

Thank you to all the kind folks at Penny Press and beyond who shared their memories and anecdotes of Ann with me, and all of you, today.

Farewell, Stephen.

StephenSondheim-2020-GettyImages-50314607

[Image courtesy of Vanity Fair.]

Most people know him as a titan of Broadway and the American stage, the composer and lyricist behind dozens of iconic works, spanning decades. West Side Story. Gypsy. Into the Woods. A Funny Thing Happened on the Way to the Forum. (My personal favorite? Assassins.)

Even as someone with a degree in theater, I don’t feel qualified to discuss or summarize his impact on the stage. It’s monumental. Incalculable. Iconic.

But as a puzzle enthusiast, I do feel qualified to discuss his influence in that realm. You see, Stephen Sondheim occupies a curious space in the history of puzzles.

sondheim

He created cryptic / British-style crosswords for New York Magazine in the late 1960s, helping to introduce American audiences to that devious and challenging variety of crosswords.

In fact, he famously wrote an article in that very same magazine decrying the state of American crosswords and extolling the virtues of cryptic crosswords. (He even explained the different cluing tricks and offering examples for readers to unravel.)

Sondheim was an absolute puzzle fiend. His home was adorned with mechanical puzzles, and he happily created elaborate puzzle games. Some of them were featured in Games Magazine! In his later years, he was also an aficionado of escape rooms. (Friend of the blog Eric Berlin shared a wonderful anecdote about Sondheim here.)

uplifting-things-crossword-the-nice-thing-about-doing-a-crossroad-puzzle-is-you-know-the-answer-1080x760

He also represents another link in the curious chain that seems to connect musicians with crosswords. Prominent constructors like Patrick Blindauer, Brian Cimmet, and Amanda Rafkin, as well as top crossword tournament competitors like Dan Feyer and Jon Delfin also have musical backgrounds.

In the crossword documentary Wordplay (and quoted from the article linked below), former New York Times Public Editor Daniel Okrent mentioned why he felt that musicians and mathematicians were good fits as crossword solvers:

Their ability to assimilate a lot of coded information instantly. In other words, a piano player like Jon Delfin, the greatest crossword player of our time, he sits down and he sees three staffs of music and he can instantly play it. He’s taken all those notes and absorbs what they mean, instantaneously. If you have that kind of mind, and you add it to it a wide range of information, and you can spell, you’d be a really great crossword puzzler.

Sondheim certainly fits the bill.

He will forever be remembered for his musical creations, and that legacy far overshadows his work in puzzles. But as someone who opened the door to a new brand of puzzle solving for many people, Sondheim will also have the undying loyalty, respect, and admiration of many puzzlers around the world.

We wholeheartedly include ourselves in that crowd of admirers.

Farewell, Stephen. Thank you.


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