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].”

How to Make a Crossword: Title and Cleanup Advice

You might consider the title an afterthought, but titles are important because they have to give you a hint regarding the puzzle’s theme or wordplay, but without giving away that theme or game entirely.

Crossword guru Eileen Saunders mentioned that title ideas can come from anywhere, citing the time that “a golf-themed puzzle’s title came from seeing a billboard that said ‘Sunday Driver’.”

Whether you’re making the puzzle as a gift or planning to submit it for publication, always make time to look it over.

Constructor Robin Stears’s closing ritual: “The last thing I do before I submit the puzzle is to double-check it one more time, ensuring that I haven’t used one of the words in the grid as a clue for another word, e.g., [Era] for EPOCH, and vice versa. I also read every clue to make sure it makes sense to me -— if the answer is a foreign word/phrase, I make sure the clue reflects that (e.g., [Detector of les odeurs] for NEZ).

“There’s nothing more frustrating than spending hours constructing a puzzle only to have it rejected because of a silly mistake, like misspelling Arnold Schwarzenegger’s name (true story).”

How to Make a Crossword: Submission Advice

Well-versed in the art of combing through submissions, Los Angeles Times Crossword Editor Rich Norris and assistant Patti Varol provided some crucial do’s and don’ts for submitting your puzzles:

“DO spend time solving and studying the puzzles of your target venue. Difficulty levels, theme types, clue styles, and puzzle sizes all vary from publication to publication and from editor to editor. Only by solving the puzzles can you get to know what an editor is looking for. Happily, the more puzzles you solve, the better a constructor you will be.

“DO follow the publication specifications of your target venue. Some editors do not accept email submissions, some do not accept snail mail submissions. Some editors list words or clues they do not allow. If a publisher or editor has taken the time to put together publication specs, you should follow them. Cruciverb has the specs for all of the major venues; if a venue you are considering is missing from this list, send a polite query email/letter to the editor.

“In other words, DO NOT send messages like ‘I just read in your publication specs that you don’t review theme queries, but would you mind reviewing this theme before I make the grid?’

“DO keep your cover letter short and sweet: Greet the editor, list your theme entries/theme clues, thank the editor for his or her time, sign your name. If there are weak entries in your grid, the editor will find them – you don’t need to point them out. If you find yourself writing paragraphs explaining or justifying a clue or a theme entry, chances are that entry or clue can’t be justified. If your submission has been rejected elsewhere, best to keep that to yourself.

“In other words, DO NOT let your cover letter talk the editor out of even reviewing your puzzle. If you begin your message with, ‘You’ve rejected my last 12 puzzles, so I’m hoping 13 will be my lucky number!’, you’re reminding the editor that your work hasn’t been to his or her taste. Let every puzzle speak for itself.

“DO trust the editor. If your puzzle is rejected, DO NOT write back to argue. If the editor has made a factual error, it’s fine to politely and respectfully reply and point it out, with documentation. Be respectful, and be prepared to hear that there were other reasons the puzzle fell short.”

Constructor Robin Stears also advises maintaining submission records if you’re planning to construct on a regular basis: “After I’ve sent the puzzle, I enter the particulars into my database -— title, size, publisher, date sent, and a list of the theme entries. This ensures that I don’t send the same puzzle to different publishers, and allows me to track which puzzles I’ve sold.”

How to Make a Crossword: Closing Advice

We have featured a wealth of wonderful (and often, hard-won) advice for the aspiring constructor, but once more, I have to give the final word to constructor Doug Peterson:

“Not really a “do-not-do,” but one pitfall for many newbie constructors is trying to do too much too soon. A rookie will come up with a fabulous theme, a 25×25 reverse-double-rebus with sprinkles on top, but the poor guy or gal doesn’t have the construction chops to pull it off. And often the whole concept is inconsistent or otherwise flawed.

“I think it’s important to start with the simple stuff. Make a few 15×15 puzzles with 3 or 4 theme entries each. Get a feel for the basics of themes, grid design, and clue writing before moving on to painting-the-Sistine-Chapel-level stuff. I certainly don’t want to stifle creativity, but for most constructors not named Patrick Berry, there’s a learning curve.”

Good luck, my fellow puzzlers!

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!]

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