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How to Turn Your Content From Lousy to Memorable

turn-content-from-lousy-to-memorableMy professor told me I would never have a career in writing.

He had just read a story I wrote about my worst vacation, a trip to Disneyland that my brother won in a sweepstakes. It had the potential of a mediocre story. It held the promise of slight entertainment.

The only problem was my story lacked any substance.

It was a four-page pile of crap. As my friend Shakespeare would say, “It is a tale. Told by an idiot, full of sound and fury, signifying nothing.”

Lousy content comes in many forms – cliché, repetitive, arrogant, boring, busy, and maybe a tad too SEO-focused.

The problem with most writing is that it isn’t memorable. If you want to win loyal readers and create strong readership relationships, you must create memorable content.

The problem with most writing is that it isn’t memorable, says @czollingerBC. #writingtips ‏ Share on X

Let’s look at three memorable communicators.

HANDPICKED RELATED CONTENT: 27 Reasons Why Your Content Sucks

Say more by saying less (Hemingway)

“My aim is to put down on paper what I see and what I feel in the best and simplest way.” – Ernest Hemingway

What can we learn from Ernest Hemingway, winner of a Nobel Prize in literature? He never wasted words. He wrote as if he paid a steep price for each sentence. He placed a higher value in language than most content creators.

Too often, we fluff up articles with nonsense. Hemingway’s insight doesn’t mean all articles must be short. It means every word should teach or tell something.

To simplify your writing, avoid meaningless phrases like:

  • In terms of
  • Needless to say (if it’s needless to say, then don’t say it)
  • In order to
  • It is important to note that
  • Whether or not

As Hemingway wrote in The Art of The Short Story, “You could omit anything if you knew you omitted and the omitted part would strengthen the story and make people feel something more than they understood.”

Don’t use cheap tricks (Orwell)

“When there is a gap between one’s real and one’s declared aims, one turns, as it were, instinctively to long words and exhausted idioms, like a cuttlefish squirting out ink.” – George Orwell

Orwell hated the wordy writing of the “wise.” You’ve likely had to read research papers from leading professionals and academics. Often, it’s the type of writing that makes you feel stupid.

Here’s a tip: If someone’s writing makes you feel stupid, that person is not a good writer.

If someone’s writing makes you feel stupid, that person is not a good writer, says @czollingerBC. #writingtips‏ Share on X

In his essay on the slow destruction of the English language, Orwell criticized the type of writing used by many professionals. He hated the misuse and overuse of words to create a sense of expertise, citing a sentence in an essay from a college professor:

I am not, indeed, sure whether it is not true to say that the Milton who once seemed not unlike a 17th-century Shelley had not become, out of an experience ever more bitter in each year, more alien [sic] to the founder of that Jesuit sect which nothing could induce him to tolerate.

Orwell saw right through this ridiculous writing, a form of writing still practiced today. (Orwell called this “pretentious diction.”) Today’s content writers often create destructive sentences through keyword stuffing and more concern over the sound of words than the feeling or information they convey.

If you would have wanted Orwell to be a fan of your content, avoid the use of the following types of writing:

  • Dead metaphors (overused metaphors)
  • Pretentious diction
  • Meaningless words
  • Pointless repetition

Readers are smarter than you might think. They sense fake and insincerity. They want to feel cleverer, more informed, or more entertained than they were before reading your content. Before you write any content ask yourself, “What is my plan to affect the reader’s mind and heart?”

Reframe the present (Churchill)

“We shall go on to the end. We shall fight in France, we shall fight on the seas and oceans, we shall fight with growing confidence and growing strength in the air, we shall defend our island, whatever the cost may be, we shall fight on the beaches, we shall fight on the landing grounds, we shall fight in the fields and in the streets, we shall fight in the hills; we shall never surrender, and even if, which I do not for a moment believe, this island or a large part of it were subjugated and starving, then our Empire beyond the seas, armed and guarded by the British Fleet, would carry on the struggle, until, in God’s good time, the New World, with all its power and might, steps forth to the rescue and the liberation of the old.” – Winston Churchill

At the time of Churchill’s famous speech to parliament in 1940, England was on the brink of disaster. What does his speech have to do with good writing?

Look closely at the excerpt to see how he told the story of the present situation in future tense. He retold the present to inspire victory from the depths of defeat.

To follow Churchill’s inspired storytelling (without the inherent drama of an ongoing war), learn these three lessons:

  • Allude to an ideal future.
  • Confidently repeat the call to action.
  • Make a stand.

3 more classic writing devices

It’s easy to get bogged down in telling stories if you don’t have many devices in your content arsenal. Now that you’ve added a few inspired by Hemingway, Orwell, and Churchill, let’s shift gears to focus on three other useful writing tactics.

Reinvented clichés

Nothing is more tiresome to a reader than a cliché or an overused phrase. Writers use clichés as crutches, leaning on them instead of taking the time to invent something new and exciting.

For example, at the beginning of this section, I used the cliché, “let’s shift gears.” When you read it, you did not think about a car’s gears shifting and how that relates to a change of subject. You read the phrase as an indication the subject would be changing. Not recognizing the original meaning is a clue to recognizing “a dead metaphor” as Orwell put it. The phrase is now a cliché.

Luckily, reinvented clichés offer an opportunity to breathe new life into your content. Lyricists in the music industry often use them, as they must find new and rhapsodic-sounding lines to move their listeners.

Reinvent clichés to breathe new life into your #content, says @czollingerBC. #writingtips‏ Share on X

Rapper B.o.B. often takes an artistic approach to metaphors by reinventing clichés such as this line from E.T., “I went from being who are you to chillin’ with the who’s who.”

The boring cliché would have been “the who’s who” if left on its own. But pairing it with “who are you,” he makes the phrase come alive again to illustrate his journey to success.


This writing technique is the act of describing a whole idea by presenting bits and pieces of it. Toni Morrison uses synecdoche to great effect in her novel Beloved:

This is flesh I’m talking about here. Flesh that needs to be loved. Feet that need to rest and to dance; backs that needs support; shoulders that needs arms, strong arms I’m telling you.

In this example, she conveys what the physical parts of a body need to convey what an individual person in need requires.

Any idea or topic can be deconstructed and presented in a more effective way.

TIP: Writing advice can sometimes be contradictory. The key is to identify what tricks and tools work best for what you’re trying to convey to your audience about a particular topic in a particular format at a particular time.


Strategically ask questions that are immediately answered. Both Martin Luther King Jr. and John F. Kennedy used hypophora in their famous speeches.

“There are those who are asking the devotees of Civil Rights, ‘When will you be satisfied?’ 

“We can never be satisfied as long as the Negro is the victim of the unspeakable horrors of police brutality; we can never be satisfied as long as our bodies, heavy with the fatigue of travel, cannot gain lodging in the motels of the highways and the hotels of the cities …” – Martin Luther King Jr., I Have a Dream

“But why, some say, the Moon? Why choose this as our goal? And they may well ask, why climb the highest mountain? Why, 35 years ago, fly the Atlantic? …

“We choose to go to the Moon! We choose to go to the Moon in this decade and do the other things, not because they are easy, but because they are hard …” – John F. Kennedy, We Choose to Go to the Moon

Refocus your writing

Never approach the keyboard without the determination to convey meaning to another person, even if it’s just one individual. One loyal reader will do more for your brand than 100 passive glancers. Capture your audience by crafting memorable stories that avoid the common pitfalls and embrace the success of great communicators like Hemingway, Orwell, Churchill, and others.

Get memorable tips from great writers and editors at Content Marketing World Sept. 4-7 in Cleveland, Ohio. Register today using code BLOG100 to save $100.

Cover image by Joseph Kalinowski/Content Marketing Institute