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The Power of a Writing Prompt

If you’ve done any freewriting before, you may have heard the term “prompt.” A prompt is a common freewriting exercise. Instead of beginning a session with whatever appears in your mind, you begin with a predetermined phrase (called a prompt) that guides the direction of your writing.

How would using a prompt work?

If you were about to loosen up with a ten-minute freewrite and wanted a prompt, I might say, “Complete the following sentence: ‘The best part of my workday is . . . ’

You’d answer that question, at least initially. You could stay on it for the entire ten minutes, or you move to another subject minutes or even seconds after beginning. Your choice.

The number of prompts you could use are endless. You can come up with them on your own. A few more examples:

“Yesterday I saw a curious thing . . . “

“If I didn’t have to work I’d . . . “

“I threw a stone and it landed . . . “

Now, I’ve used prompts many times, but have never considered them part of my regular repertoire. After speaking with Robyn Steely, though, I have a new admiration for the technique.

Steely is the executive director of a non-profit organization, “Write Around Portland,” which works with social service agencies to build community. According to its website, the organization runs no-cost writing workshops for “people living with HIV/AIDS, veterans, survivors of domestic violence, adults and youth in addiction recovery, low income seniors, people in prison, homeless youth and others who may not have access to writing in community because of income, isolation or other barriers.”

The central principle driving Write Around Portland’s workshops is freewriting.

Participants sit in a circle with pad and pen, and a facilitator begins the session by offering up two prompts, such as “The thing about you and me . . . “ and “The night smelled like . . . .”

Each participant chooses one prompt to kindle their writing. Later, they share what they’ve produced and offer feedback to other writers. In giving feedback, participants keep their comments on the parts of the writing that are strong.

Steely says prompts don’t hem thinking in, they open it up. Given the same prompt, one participant might write about what they eat for breakfast while another might write about a battle they fought in during a war.

Prompts, then, can help people approach material that they may not have thought to write about. They can give a small push in an unexpected direction.

When I asked Steely about what makes for a superior prompt, she gave the following advice: “Make your prompts short and open-ended. For instance, ‘After the storm . . . ’ is a good one. It’s only a few words, and it could be about a childhood rainstorm, a thunderstorm, a fight, or it could have nothing to do at all with storms.”

As a short exercise, why not try a writing prompt now? Choose one of these two, and do a ten-minute freewrite that starts with it:

“The project I’m proudest of is . . .” or “This sounds inconsequential, but . . . “

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Lean-in Moments

A few months ago, the publisher of my book, “Accidental Genius,” asked if I’d like to revise my ten-year-old work. I figured revising it would be easy. The book, after all, already existed. Reworking it would be like cheating off myself. I said sure.

They emailed me the original manuscript, and let me have at it. I opened the file, clicked out after three minutes, and didn’t open it again for weeks. Why? In scanning the text, some questions hit me:

What if my skills have deteriorated, and I was a better writer then than I am now? What if I’ve been fooling myself all these years, and the book wasn’t as good as I remembered? What if I couldn’t think up enough new material to warrant a revised edition? What if the book comes apart in my hands while I’m revising it, and I make it worse than when I began?

I didn’t have answers nor the mettle to return to the manuscript to hunt for them. Instead, I moved the project forward through the best way I knew how: through freewriting.

“Accidental Genius” is a book about freewriting so, as you can imagine, I’ll be writing about the technique at length in future posts. For now, though, I want to mention what my earliest freewriting sessions centered around: images of unusual client interest, concentration, and surprise.

What I call “lean-in moments.”

Through my writing, I tried conjuring up every scene I could think of where a client leaned forward in their chair, because what they heard me saying intrigued, startled, or delighted them.

  • What had I told them?
  • What had I asked them to do?
  • What insights did they have?
  • How did they build on what I said in a way that excited them?

You could say I was looking at my consulting past for moments of intense client reaction and emotion. I figured these moments might lead me to stories and ideas for the book. They did. In the forthcoming edition of “Accidental Genius” you’ll find these moments seeded throughout.

Thinking about your own lean-in moments is a great way to develop books, posts, talking points, speeches, products, and services for your business. The key?

Don’t think about your material first. Instead, think about your clients. See them in your mind’s eye. Hear their voices on the phone.

They experienced surprising moments that made them laugh, clap, or focus on what you were saying with an almost supernatural intensity.

What did you say? What did you do?

Start from there.

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Write Only the Stories You Can Write, or "Write From Where You Are, Not From Where You Aren't"

Rick Liebling is one of the 171 authors of the forthcoming book, “The Age of Conversation 3.” He kindly offered to post interviews on his blog with the other authors. My interview is here.

Six months ago, a couple of friends recommended I write a chapter for the book. Not being experienced at social media, I hesitated because I wasn’t sure what I could add. After some thought, I came up with a topic.

People involved in social media want to connect with others and change the world. Lofty goals, right? But as ambitious and meaningful as those goals are, people are still people, and they sometimes get stuck for what to say. They hit a block in their thinking or writing.

In my chapter, “A Fast, True Way for Creating Content,” I share a method for creating content I developed years earlier as a writer of newspaper and magazine articles.

For me, the most interesting thing about my chapter is how I approached it. I didn’t pretend I was knowledgeable about social media. Instead, I approached it from a direction where I had  experience: as a professional writer who often faced deadlines. I tackled the chapter from strength rather than weakness.

That strategy – approach a piece of writing from what you are rather than what you aren’t – is something I learned fifteen years ago from David Fryxell’s book, “How to Write Fast (While Writing Well).” In it, he said: “Write only the stories you can write . . . “

In other words, if you’re stuck or you’ve got to get the writing done, forget about “the perfect” way of crafting the story. Try for perfection (or experimentation or growth) next time. If you’re pushed to get the piece out the door so it can go to press, write it in a way that works for you. Approach it from an angle that’s comfortable.

That advice may not inspire you, but it’s advice that’s likely to save you from misery.

Think, then, about a post or other piece of writing that has you stuck or that you’ve been afraid to approach. Perhaps the subject feels too big, important, or foreign. How might you cut that subject down to a size you can handle? In what ways can you narrow your focus so the project becomes doable?

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Telling the Same Story Differently

A few years ago, Matt Madden wrote and illustrated a book of cartoons called, “99 Ways to Tell a Story.” In it, he tells a single story 99 times – in 99 different ways.

The single story is itself uneventful. A man, working on his laptop, gets up and heads towards the kitchen. A voice at the top of the stairs calls out, “What time is it?” The man glances at his wristwatch and says “It’s 1:15.” He opens the refrigerator and scowls, because he’s forgotten what he was looking for. End of story.

Madden first tells it as a monologue. He then tells it from the man’s point of view. He also tells it as a how-to, a flashback, a comedy, a calligram, a public service announcement, a political cartoon, in silhouette, in close-ups, from the refrigerator’s point of view, as if it were overheard in a bar, and as a homage to Marvel illustrator Jack Kirby, among other inventive ways.

Any story can be told from dozens of angles, in countless styles. Each angle and style reveals something previously hidden. It’s an important principle to remember, and doesn’t only apply to cartoons or even fiction. The idea of differing angles and styles is something to think about for your business communications.

Two weeks ago, Kristen Frantz from Berrett-Koehler Publishers asked me to make a video about the forthcoming edition of my book, “Accidental Genius.” The reason: Berrett-Koehler uses a prominent outside sales rep group, Ingram Publisher Services, to sell its books to bookstores, and Kristen thought it would be good if at sales conference the group saw how committed to selling the book I am.

I never before made a video. The result was too long, even though I had left out some important information. I’d have to reshoot it. The thing puzzling me, though, was this:

How could I make a shorter video while giving my audience more information?

Kristen and I came up with a simple strategy. I divided all my information into talking points. Some of those talking points seemed like they should come from my mouth: the book’s main idea, the philosophy behind it, the story of my eighteen years as a bookseller and my understanding of what a crucial job the sales rep has in the selling of a book. Those I filmed, and are in the video below.

Other points, like who’s in my network and how I plan on supporting the book, were important, but didn’t seem like they needed to come directly from me. Kristen, we decided, would talk about those points live at the conference.

Our solution wasn’t a complicated one, but it did the trick. We took a video with too much information, and made it more palatable by breaking its points into recorded and live moments. An optical illusion of sorts.

Take a look. Perhaps my video or performance skills aren’t what they should be yet, but the idea is still valid: Don’t think you’re stuck with one or two ways of delivering information to your audience. Try a different angle. Graft together uncommon styles. You may be surprised at the result.

By the way, near the end of the video you’ll hear me say, “I told you I’m a magician,” and then I perform a small trick. Unfortunately, I had edited out an earlier part of the video where I discussed my background as a magician and professional illusion inventor. Kristen told me not to sweat it. She’d add that to her talking points during the live session.

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The Secret to Doing Pushups is the Secret to Writing a Book

When I was in college I had this notion that being able to fire off dozens of pushups would mean I was a powerhouse. At the time, I could only do a couple of reps.

I asked a friend if he knew easier exercises I could substitute for pushups that — at the same time — would strengthen my ability to do pushups.

He looked at me like I was nuts, and said: “The way to get better at doing pushups is by doing pushups.”

At the time, I didn’t appreciate his advice. Now I do.

I’ve since worked at pushups, and can now do hundreds in a single session. I can even do demanding variations, like clapping pushups and knuckle pushups. How did I accomplish these feats? Not through alternate training methods. Awkwardly and incrementally, I simply did more pushups.

Learning by doing — or, perhaps, doing by doing — doesn’t just work for pushups. It can help in other situations, like when you want to write a book.

A person will tell me they want to write a book, and I’ll ask, so what are you doing about it? They’ll tell me they’ve been writing stories, plays, essays, and poems. They’ll boast about having kept a journal for years.

They think these shorter literary forms ease them into the writing of a full-length book. Could be. Trying different forms stretches the mind, and gives one more tools to use. But if they never get around to tackling their book, these forms serve more as a clever means of procrastination.

If you want to write a novel, write a novel. If you want to write a screenplay, write a screenplay. If you want to write a one-person show, write a one-person show. If you want to write a history of international banking, write a history of international banking.

By writing the thing you want to write, you’ll learn how to do it. You’ll learn as you go.

Now, I’m not saying that what you write will be good, or  that writing it will be easy. At times, you’re going to feel self-conscious, stupid, and angry.

But, for you, writing a book is likely a necessity. It’s something, ready or not, you must do.

Learn on this one. The next one will be better.

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Writing and the Functional Hero

In the book, “Which Lie Did I Tell?,” William Goldman writes about his younger days as an awful writer. He was so bad, in fact, that in college he was one of three editors of the school literary magazine, and even then he couldn’t get a single story into his own magazine.

Things changed when he read a short story collection by “Rich Man, Poor Man” author, Irwin Shaw. Goldman thought Shaw’s tales were among the best he’d ever read. More importantly, they were told with such ease that Goldman said to himself: “I could do that.”

Shaw’s writing helped make Goldman into a professional writer. Years later, Goldman would write the novels and screenplays for “The Princess Bride,” “Marathon Man,” and “Magic,” as well as the screenplays for “Butch Cassidy and The Sundance Kid” and “All the President’s Men.”

Heroes come in different styles. We have heroes who do near-impossible things, like win a batting title, forge a peace agreement, or walk on the moon.

Then we have another type of hero: one whose works seem wondrous but doable. They give us a model to follow. Call them functional heroes. Irwin Shaw provided a functional hero for William Goldman.

When I have to write something ambitious, I often call on one of my functional heroes for assistance. I read their work over and over, so I can dope out their methodologies and pick up their cadences.

For the first edition of “Accidental Genius,” my hero and role-model was Nicholson Baker. In particular, I idolized the self-conscious, self-deprecating honesty he showed in his book about John Updike, “U & I,” and tried to introduce that into my work. For the second edition of “Accidental Genius,” I called upon the aforementioned Goldman to serve as my muse. His long chatty sentences and focus on story inspired me to loosen up as I told my tales about liberating the mind through freestyle writing.

The funny thing about my use of Baker and Goldman as guides? Neither edition of “Accidental Genius” sounds anything like the work of those two gentlemen. It was enough for me, though, to hear them as I wrote.

How about you? Who are some of your functional heroes? Who are your muses?

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You Have Twenty Books in You

Whether you are planning a book, or are in the midst of writing one, I have some advice that could be a life saver. That is:

Don’t look at this current book as the only one you’ll ever write. If you do, it’ll mess with your head.

How so?

If you’re convinced this is your only book, you’ll stuff it with everything you know – and it’ll grow unwieldy. You’ll try making it perfect – and it’ll end up dull. You’ll want it to be a permanent monument to your very existence – and it’ll turn into an embarrassment.

Trust me, I’ve seen it happen. The harder a writer presses, the more their work suffers.

When I’m coaching a would-be book writer, I put things in perspective. I tell them: “You have twenty books in you. This is merely one of twenty. Treat it that way.”

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If the book you’re working on is only a twentieth of your eventual output, that’ll change your approach. Your writing will become focused, your words will flow more easily, and most importantly you’ll be willing to take chances, because your entire life isn’t resting on this one throw of the dice. 

Now, you can take my word that you have twenty books in you, or you could give yourself a dose of proof.

Suppose, for instance, you’re a strategy consultant. What books might you write?

You could write a general book on strategy, but you could also write a dozen separate books on strategy’s subcomponents, such as market selection and business unit strategy.

You could write books for different audiences, such as strategy creation for the CEO and strategy creation for a team.

You could write books on capturing different markets, like winning business in newly industrialized countries and winning business with members of Generation Z.

You could write books in different formats, such as a primer, a field guide, a workbook, a 30-day guide to building a strategy, a six-month diary on execution, a 365-day guide of strategy wisdom.

And those are just for starters.

Since we’re looking ahead, you’ll be learning methodologies that don’t exist yet, and you can write about those. You’ll be having experiences you haven’t had yet, and you can write about those.

What’s more, you can write books that are outside the realm of your current business, or that intersect with it indirectly.

If I gave you a couple of hours, your list likely wouldn’t be twenty books long. It would be double or even quadruple that number.

Of course, listing books and completing them are two wildly different matters. Still, taking a stab at this exercise will show that you have a lifetime’s worth of information and expertise to write about — and when you write one book, you build the capacity to write the next.

I have two questions for you, then:

  1. What are your twenty books?
  2. Which one will you work on today?

 

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Writing a Sticky Title

Let’s begin with a quiz. Below you’ll find a list of book titles. All are genuine titles from published books – except for one. See if you can spot that lone non-book-title.

1. “Theodore Roosevelt on Leadership”

2. “Curious George and the Pizza”

3. “Soon I Will be Invincible”

4. “The Confident Leader”

5. “Virtual Learning”

6. “Sixty Stories”

7. “Apathy”

8. “The internet isn’t that big a deal. Neither is the PC. Abandon all technology and live in the woods for a week and see if it’s your laptop you miss most. In fact, the technologies most important to us are the older ones – the car and telephone, electricity and concrete, textiles and agriculture, to name just a few. The popular perception of modern technology is out of step with reality. We overestimate the importance of new and exciting inventions, and we underestimate those we’ve grown up with.”

Think you know the answer? We’ll get back to the quiz in a moment, and see if you’re right.

Two Methods of Titling a Book

As a book-writing coach for businesspeople, I’m often asked about how to come up with a sticky title. I have a bag of titling tricks, but here are two of my favorites:

Sticky Trick 1. If the writer has written a book draft or proposal, I ask that they print it out, and underline all the interesting ideas and turns-of-phrase they see. We then comb through their work and make up dozens of titles based on every promising phrase they’ve highlighted.

The advantage of this approach: The titles we create are  based on the writer’s organic material. That is, rather than focusing everything on the book’s generic idea (for instance, how to be more productive), we can look for how the writer makes their point  in distinctive ways (how to be more productive by being “unreasonable”).

Distinct ideas and phrases are what’s going to make the book stand out in the marketplace when it’s published, so why not start titling it from there?

Sticky Trick 2. The writer and I visit bricks-and-mortar and online bookshops, and we see which book titles catch our attention. Those attention-grabbers act as thought starters, and inspire us to come up with fresh titles.

This method harkens back to the quiz I asked you to take. You looked at eight choices and picked the one that wasn’t a published book title. The answer, of course, is choice 8 (“The internet isn’t that big a deal . . . ,“ which is from Bob Seidensticker’s excellent book, “Futurehype: The Myths of Technology Change”).

I’m certain you selected the correct answer, but how did you know it was correct?

Obviously, book titles follow certain rules of thumb. Perhaps you’ve never articulated these rules, but you know many of them inherently. They’re a part of you.

You know, for instance, that a title must be short. While choice 8 was a powerful piece of prose and encapsulated the main idea of Bob’s book, it violated the brevity titling rule.  Therefore, it couldn’t have been the title. (A number of books have had lengthy titles for novelty’s sake. The longest title on record, which celebrates the career of “Harry Potter” actor Daniel Radcliffe, is 4,805 characters.)

What are some other rules for titling a book? Again, an easy way of reminding yourself of rules you already know, or of finding new ones, is by studying existing books and extracting the concepts they use.

Look, for example, at my book, “Accidental Genius.” The title was inspired by a quote from Samuel Johnson. One rule, then, might be, “Title your book using a full or condensed quote.” A second rule could be, “Put together two conflicting words (like ‘Accidental’ and ‘Genius’) that intriguingly point to your book’s main premise.”

Tweetable Titles

Roger C. Parker, a smart and prolific writer who has penned 38 books, has collected dozens of titling rules, and has published them in a book called “#Book Title Tweet.”

The work’s central premise: for a title to be effective, it’s got to be able to “communicate at a glance.” The discipline of training yourself to write Twitter-friendly titles, then, is a useful one. Roger’s book, in fact, dispenses its wisdom in approximately 140 tweet-sized chunks, including:

  • “[P]osition your topic by making it obvious whom you are not writing for, e.g., ‘Design for Non-Designers.’”
  • “Target your title to a specific circumstance, e.g., ‘How to Sell When Nobody’s Buying.”
  • “Position your book by projecting an ‘attitude,’ – ‘Mad Scam: Kick-Ass Advertising Without the Madison Avenue Price Tag.”
  • “Issue an engaging command and explain it, e.g., ‘Don’t Make Me Think: A Common Sense Approach to Web Usability.”
  • “Ask a question while stressing your unique qualifications, e.g., ‘What Can a Dentist Teach You about Business, Life, & Success?’”

Besides titling tactics, Roger shares bite-sized research and survey tips, and cautions.

At 130-odd pages, “#Book Title Tweet” is a speedy read, the information in it is first-rate, and the importance of its concept is undeniable.

After all, without a strong title, it doesn’t matter how good your content is — no one will read your book, white paper, or article, click on your video, or attend your event.

You owe it to yourself and your work, then, to devise titles that stick in the mind or prompt a click.


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