How to Make a Crossword: Choosing a Theme

“Themes are the hardest part of the construction process. Filling the grid and writing the clues takes perseverance, but coming up with a theme requires that elusive spark of inspiration.” — constructor Doug Peterson

This sentiment was echoed by other constructors I spoke with. Crossword guru Eileen Saunders said, “The hardest part of constructing a puzzle (for me) is coming with the theme. After that, everything else seems to fall into place.”

Los Angeles Times Crossword Editor Rich Norris and assistant Patti Varol: “Originality is an important element of a good theme, but sometimes originality means lively themers in a chestnut gimmick or a clever spin on familiar wordplay.

“Originality, themewise, is not always ground-breaking, or innovative, or even original. A good theme always has sparkle, with lively, idiomatic phrases that will resonate with a majority of solvers.”

New York Times Crossword constructor Ian Livengood discusses how to choose theme entries: “Once you think of a potentially good theme, it’s vital to see if something similar has been done before. What’s the point of having databases, right? If the theme looks interesting and relatively new, you must make sure the theme is consistent.

“For example, if you are doing two-word phrases that start with the letter P and you’ve got PLEDGE PIN, PARK PLACE, PLUM PUDDING, PINK PANTHER and … PARAKEET, that’s a problem. The single word breaks the pattern and confuses solvers. So consistancy and freshness is very important.”

Rich and Patti also mentioned consistency and balance as critical elements of a good theme. “One odd entry can ruin an otherwise great idea: a themer that ends with the theme’s key word when all the others begin with it, a stray plural in a set of singular phrases, a noun phrase in a group of verbs, a song title in a set of movie titles, a rhyming pun in the mix with spelling-change puns.”

I think I’ll give Doug the final word on coming up with a theme for your puzzle. “If you think a theme entry is humdrum or doesn’t quite fit with the others, it’s time to put your brainstorming cap back on. Remember, your first job is to entertain the solver, so make that theme sparkle.”

How to Make a Crossword: Grid and Fill Advice

When it comes to grid building, constructor Ian Livengood considers it “perhaps the most important aspect of construction.” And since building a grid and placing your theme entries goes hand-in-hand, I’ve opted to combine them into one section.

Ian continues, “Try to avoid a pileup of black squares and 3-letter word concentrations. Once you put the theme answers in the grid, manipulate the black squares to avoid any potential trouble spots. Trouble spots are letter patterns that are highly unusual, and therefore, difficult to fill. If, for example, you have the letter sequence ??DK? in a puzzle, the only acceptable fill is VODKA. Well, you better make sure VODKA will work in the surrounding area, otherwise you’ll have to start over. It’s always better move blocks around before trying to fill the puzzle.

“After locking in words with unusual letter patterns, place your longer non-theme entries in the puzzle. You must make these entries ‘pop.’ That is, they really should be interesting. HATCHET JOB or THE JIG IS UP, for example, would be fun entries to fill in. REPOSSESSED, on the other hand, is a total snoozer.

“Minimize crosswordese and try to make the vocabulary accessible. If your theme is a Monday-level easy theme, crazy and obscure names are unwelcome. But if it’s a razor-tough Saturday themeless, a few tough words are okay.”

Crossword constructor Robin Stears suggested an additional step when choosing your entry words and filling the grid: “I check each word against a website called Crossword Tracker, which tracks crossword puzzle words and clues.

“If a word has never been used before, I hesitate to use it. The only exception to that rule is a fairly new word that I want to be the first to use—for a while, it seemed like every other puzzle contained ZZZQUIL, including one of mine.”

How to Make a Crossword: Cluing Advice

After constructing the grid, cluing is the most daunting task facing a constructor. Constructor Robin Stears readily confessed, “Writing the clues is the most time-consuming process of puzzle construction, especially for common words that appear in many puzzles. Crossword Compiler allows me to keep a database of words and clues, but I try not to use the same clue twice.”

Constructor and puzzle archivist David Steinberg: “When writing clues, it’s important to strike a balance between original clues and clues that exist in databases. For entries that appear frequently and/or have a limited number of cluing possibilities, such as ALAI (traditionally clued as [Jai ___]), I feel it’s best to go with a database clue. In the case of ALAI, almost all clever cluing possibilities, such as [Half-court game?], have been exhausted.

“Original clues for such an entry often end up feeling strained or wordy and/or rely on a less common usage of a word, which solvers generally don’t appreciate as much.”

Constructor Ian Livengood also stressed finding a balance between creativity and accessibility: “Keep you clues relatively short, especially if you’re creating puzzles for outlets with strict line counts. But don’t just use one-line clues for everything, since that will bore solvers. Try to toss in some fun trivia, wordplay, etc. that seems interesting to solvers.

“And, like filling the grid, make sure you clues are appropriate for the intended day of the week. [High line?] for ELEVATED TRAIN works well for a tough puzzle, but would only fluster new solvers in a Monday puzzle. [Above-the-street transportation] is easier and more welcome for beginners.”

Constructor Robin Stears reminds you to utilize the many resources available: “Personally, I use a number of websites to help me write clues: Wikipedia, Wolfram Alpha, The Free Dictionary, Crossword Tracker, Internet Movie Database, Reddit, and Google. In the old days, I used to spend hours in the reference section of the library, but nowadays, it’s much easier to search the Internet. There’s a wikia for almost everything.”

When it comes to determining the difficulty of a clue, constructor Doug Peterson suggests doing a bit of research: “My best advice is to solve lots and lots of puzzles of varying levels of difficulty. It won’t take long for you to get a feel for what types of clues are found in what types of puzzles. And it’s OK to have a few hard clues on a Monday or a Tuesday. Just make sure their answers don’t cross.”

Los Angeles Times Crossword Editor Rich Norris and assistant Patti Varol touched on how cluing can set a puzzle’s difficulty: “With the right grid, a talented, creative editor can transform an expert-level puzzle into one that any newbie can solve (and that an expert would still enjoy). Every editor has his or her own ‘familiarity test,’ which is the educated guess we make to determine if a clue or an entry will resonate with or be recognized by our solvers.

“It’s subjective, sure, but there are also pretty straightforward guidelines. If an entry is not in most major dictionaries and only gets 10K or so Google hits, well, that’s pretty obscure and probably shouldn’t be used at all. The editor needs to know the solving audience and needs to know how to balance current and older pop culture references -– much of what the Millennials find easy will completely baffle the Boomer solvers, and vice versa.”

They were also kind enough to offer an example of how cluing a given word can affect clue difficulty:

“Take the entry SMITH, for example. Will SMITH and Ozzie SMITH are arguably more famous than Patti SMITH, who is arguably more famous than Matt SMITH. Plain clues — [Actor Will], [Baseballer Ozzie], [Singer Patti], [Actor Matt] – tend to be hard. Ozzie is the exception in this example, because Ozzie is such an unusual name in baseball that even nonfans are likely to word-associate their way to the correct answer.

“What information is added to those semi-naked clues is key. Thus, [“Men In Black“ actor Will] is an easy clue for SMITH because “Men In Black” is a popular movie franchise and having the first name narrows down the potential answers. Compare [“Just Kids” memoirist Patti]. Even with that first name in the clue, it’s a tough clue — more solvers know Patti Smith as a singer than as a writer, and the title of her memoir doesn’t even hint at her singing career. For a nonfan, [Hall of famer shortstop Ozzie] is about the same difficulty as [Baseballer Ozzie], but, alas, it’s likely only a Doctor Who fan will recognize any clue for Matt SMITH.

“There’s Kate SMITH, and Bessie SMITH, and Agent SMITH of the Matrix movies. Each one resonates with a different solver. The easiest kind of clue for SMITH is, of course, the generic kind: [Common alias] or [Popular surname] or [Suffix with lock or gun]. And then there’s the fun, inferable kind: [Surname that comes from an occupational suffix].”

Let’s make our own crosswords!

Stumped on what to get the puzzle lover in your household? Well, if didn’t find anything in our Holiday Puzzly Gift Guide, why not make a special crossword just for them?

It’s the perfect do-it-yourself gift, and I’m happy to show you how! Welcome to PuzzleNation Blog’s How to Make a Crossword!

1.) The theme

The most important part of a crossword is choosing a theme. If you’re constructing with ambitions of submitting to the New York Times or the Los Angeles Times, you’ll need something inventive and tricky up your sleeve. 

But if you’re constructing for a friend or loved one, the theme is easy: make it about them!

Come up with your theme entries. For a gift puzzle, these could be hobbies, nicknames, favorite sports teams or TV shows, anything about them, really! Be sure to come up with several pairs of the same number of letters. (It’s a necessity when it comes to crossword symmetry.)

Choosing theme entries is often something done in tandem with choosing a grid, since word placement is a crucial part of building any grid.

For my example puzzle, I’m using a list of celebrity names.

2.) The grid

Constructing a grid from scratch can be tough, so I’d recommend first-time constructors check out sample grids. You can browse the newspapers until you find one that suits your needs, or you can let the Internet do the work for you! CrosswordGrids.com has a selection to choose from, for instance. If you’re using a construction program like Crossword Compiler, you can browse options for grids as well.

If you’re looking to start regularly constructing crosswords, I’d suggest building up a library of grids with various theme-entry lengths. (My personal grid library is organized by theme layouts, so if I have two 11-letter entries and two 10-letter entries, I can flip to a 10-10-11-11 in my folder.)

Here’s the grid I’ve chosen for today’s puzzle because it fit the theme entries I wanted. (Ignore the red box. That’s simply Compiler’s cursor.)

Now, I know all that white space to fill can seem intimidating, but placing the theme entries not only helps to guide the fill (the process of completing the grid), but breaks up that white space into manageable sections.

Here is the same grid with the theme entries placed:

3.) The fill

Filling a grid by hand is time-consuming but worthwhile, because you can be creative with using pop culture references, proper nouns, phrases, abbreviations, and whatever else the grid demands.

Since I was using a demo version of Compiler, I opted to try out its Autofill feature to see what my options were. As you can see, I ended up swapping the locations of SILVERSTONE and CHAMBERLAIN to improve my chances of a successful fill.

After settling on the fill for the center section (spreading from bottom left to top right), I started working on the fill for the top left portion.

Here’s the best fill the program could offer:

But I wasn’t satisfied with it, so I began tinkering on my own.

That’s probably the most daunting part of making your own crossword, but there are numerous resources available to the aspiring puzzle creator.

Not only are there Autofill programs like the one employed by Compiler, but there are also websites where you can input letter patterns and see what your options are. Both Onelook.com and Xwordinfo.com are terrific resources.

Here’s the result of my own tinkering:

There would be further gridwork throughout the editing process, as I eliminated abbreviations, vocabulary I gauged as too difficult, and grievous examples of crosswordese.

Don’t get discouraged! I had to try lots of different word combinations to make it come together. All of which was time well spent in my opinion.

Here’s my completed grid:

As you can see, including phrases and pop culture references definitely helped out, especially at middle left where JAWAS was a handy inclusion, as well as bottom center where IFI and AFOOL are crossing.

Which brings us to the grand finale.

4.) The cluing

Now, cluing takes on an entirely different dimension if you’re hoping to publish your crossword, versus the cluing style you’d use for a homemade puzzle for a friend or loved one. When it comes to published puzzles, your clues need to be interesting, engaging, and more than a little crafty.

(Note: It’s true that the theme is often what sells your puzzle to editors like Will Shortz, but a reputation for clever cluing is always a good bonus.) 

For instance, a puzzle of celebrity names could prove a bit boring when it comes to cluing, but I chose the entries I did intentionally, because I already knew the clues I wanted to write for them. (These clues were based on a series of outstanding puns a friend of mine made on Twitter.)

My theme is Celebrity Groupings, and the clues reflect that.

17 Across: A ____ of tuxedo belts
8 Down: A ____ of discarded Old English words
53 Across: A ____ of shriveled utensils

In this instance, the clues make all the difference.

Of course, if you’re making a crossword as a gift, the above still applies. Cluing makes all the difference. You can tailor the clues specifically to the intended recipient. Inside jokes and references should run rampant, even for the words used in the fill.

For 37 Across, you could say “What Uncle Rob does for at least three days longer than necessary.”
For 39 Down, you could clue it as “General Kittybuns’s sign of pleasure.”

Have fun with it! If you can make them laugh or say “Oh yeah!” and remember a fun moment while they’re solving, it makes the gift even more special.

And if you do try constructing your own, let us know how you did! We’d love to see what our fellow puzzlers and PuzzleNationers come up with!

[Stay tuned, aspiring constructors! On Thursday, I’ll be posting part 2 of today’s How To, featuring advice from published constructors and puzzlemakers!]

Thanks for visiting the PuzzleNation blog today! You can like us on Facebook, follow us on Twitter, cruise our boards on Pinterest, check out our Classic Word Search iBook (recently featured by Apple in the Made for iBooks category!), play our games at PuzzleNation.com, or contact us here at the blog!

5 Questions with Crossword Pro Kathy Matheson

Welcome to the seventh edition of PuzzleNation Blog’s interview feature, 5 Questions!

We’re reaching out to puzzle constructors, video game writers and designers, writers, filmmakers, and puzzle enthusiasts from all walks of life, talking to people who make puzzles and people who enjoy them in the hopes of exploring the puzzle community as a whole.

And I’m excited to have Kathy Matheson as our latest 5 Questions interviewee!

Better known as Crossword Kathy to puzzle fans, Kathy is an expert puzzle solver whose writeups on each New York Times Crossword are not only an invaluable resource for new puzzlers, but thoroughly entertaining as well. She’s also the editor of the marvelously puzzle-centric Crossword Kathy Daily, where you can find all kinds of puzzle news.

Kathy was gracious enough to take some time out to talk to us, so without further ado, let’s get to the interview!

5 Questions for Kathy Matheson

1.) How did you get started with puzzles?

The short answer is that I’ve been solving crossword puzzles since junior high, when a friend intent on winning the school’s magazine drive gave me a subscription to Games Magazine as a birthday present. (The editor of Games back then? Will Shortz.)

But I should add that I come from a family of puzzlers. My mom and stepdad solve every puzzle the L.A. Times has to offer on any given day – crosswords, cryptograms, Jumbles, sudokus. When I was a kid, my grandpa would write me letters and include some scrambled words at the bottom; I would figure them out and send him back a few as well. And my dad and I would try to solve a daily newspaper crossword together on our weekly trips to a local coffee shop.

One distinct memory from those days: I filled in the word DIRT as the answer for “Seed covering,” only to have my dad gently correct it to ARIL, which he said was a pretty standard entry for that clue. I was baffled. Who on earth would know the word ARIL? So as an adult, when I heard Will Shortz was trying to take the crosswordese out of crosswords, I knew exactly what that meant. And I thought it was great.

2.) Your analyses of each Times crossword are not only thoughtful and accessible, they’re also very funny at times. Is there a balance you try to strike with each puzzle’s breakdown?

I’m so flattered that you think my posts are funny! I’m not a comedian by any stretch, but I hope my blog is lively and entertaining. I guess it’s just not that much fun to publish only a list of answers or a finished grid. Also, I think solvers are more likely to appreciate the craft of crossword construction if you can help them understand a challenging theme, or commiserate with them over an esoteric answer.

Puzzlers, by their nature, like to learn new things, so I try to add interesting links to current events. And frequent readers know I always look for a way to give a shout-out to my adopted hometown of Philly, one of the most underrated cities in the world. Sure, we have our problems -– including a terrible baseball and football team right now -– but it is a tremendously vibrant, beautiful and historic place.

3.) We’re closing in on the one-hundredth anniversary of the crossword. What, in your estimation, gives crosswords such long-lasting appeal? Do you think the crossword’s bicentennial will garner equal interest?

I think crosswords are still around because they’ve evolved. If they were still constructed the way they were back then, I’m not sure how many people would be interested. Themes, rebuses, clever wordplay and complex puzzles-within-puzzles (like the recent grid in Braille!) are what keep me coming back. I certainly hope crosswords will still be around in another hundred years. People still play cards, and those have been around for centuries, right?

4.) What’s next for Kathy Matheson (and Crossword Kathy)?

Well, I’ve been trying my hand at constructing. So far, my aspirations for a NYT crossword byline have been crushed by the very exacting standards of Will Shortz -– though he was extremely nice in his rejections. One puzzle didn’t meet the technical parameters (the word count was too high), and the other had a theme too similar to one that he ran a few years ago. So… I will soldier on. I have a couple of half-finished grids that I just can’t seem to make work. Turns out it takes a lot longer to build a crossword than it does to solve it. Who knew?

5.) If you could give the readers, writers, and puzzle fans in the audience one piece of advice, what would it be?

Keep solving! Just because one puzzle was frustrating doesn’t mean the next one will be. You never know when the subject might involve your area of expertise. Eventually, things will click. Here’s a confession: I still struggle mightily with British (cryptic) crosswords. But I’m able to solve a lot more clues today than I did a couple of years ago.

Many thanks to Kathy Matheson for her time. Check out her marvelous writeups of NYT crosswords on her website, as well as the latest issue of The Crossword Kathy Daily. I can’t wait to see what puzzly goodness she cooks up for us next.

Thanks for visiting the PuzzleNation blog today! You can like us on Facebook, follow us on Twitter, check out our Classic Word Search iBook (recently featured by Apple in the Made for iBooks category!), play our games at PuzzleNation.com, or contact us here at the blog!