Riding the Writing Wave

“Writing is its own reward.” – Henry Miller

Writing doesn’t just communicate ideas; it generates new ones. 

Writing forces you to think. It’s nature’s way of telling you how sloppy your thinking is. The ultimate test of how well you understand something is how clearly you can explain it in writing — clear writers are clear thinkers. As a wise” man once said: “everything is vague to a degree you do not realize until you have tried to make it precise.”

The Writing Habit

When you sit down to write, your mind will rebel. Expect this to happen. That way, it won’t bother you when it does. Keep going. Fight through the resistance. Once you get in the groove, don’t try to sound smart or impressive. Pursue truth and let that speak for itself. 

Aim to finish once you’ve produced a deliverable or reached a definite milestone. If you stop at a logical stopping point, you’ll have something to think about between work sessions. Other people can give you feedback while you’re not working since it’s easier to edit a draft or a paragraph than a jumbled work in progress.

Focus on the process, not the outcome. It’s impossible to play the long-game when you’re checking the score every five minutes. If you want to sustain your writing practice over a long time, don’t write for more than three hours per day. It’s best to stop when you still have some juice and know what you’re going to write next. That way, you’ll be excited to write again the next day. 

Make writing a daily habit. A day where you don’t write anything is the enemy of productivity. Days when you don’t write anything are the enemy of productivity. The most important thing: write something every day — no matter what. 

Why Write?

Never underestimate the power of words.

When you become a regular writer, you change how you live. Writing forces you to pay attention and helps you understand what you believe.

Writing makes the world pop. It motivates you to become more curious about the world. It takes you to a higher level of perception and deeper levels of analysis. 

Writing has infinite leverage. It creates luck and serendipity, which makes it the most efficient way to network. Conferences and networking events are good for the short term, but writing is the best long-term strategy. Write at a regular cadence and don’t give up. When you have free time, have a bias towards writing.

For knowledge to become wisdom, it must be carefully, tenderly analyzed from many angles, through many means. Many people don’t write because they’d rather consume more information. Consumption is fun, but it can get out of hand. 

The problem with consumption is that it feels so good – too good. It gives you a thin, superficial perspective on the world. Even if you get an accurate picture, it’ll only be two-dimensions. But if you don’t write about an idea, you’ll never have a three-dimensional perspective on it. This is why you should expect 80% of the ideas in the essay to happen after you start writing it and 50% of the ideas you start with to be wrong.

If you’re not careful, consuming all day can become another form of procrastination. This is a dangerous trap. When you consume all the time without producing anything, it’s easy to fool yourself into thinking you’re more productive than you really are. 

Growth is maximized when production and consumption are well balanced. Summarize what you’ve learned and use that knowledge to solidify your own ideas.

The 10-Step Writing Process

Step 1: Create a Mega Outline

Step 2: Build an Archipelago of Ideas

Step 3: Outline

Step 4: Write a 2nd Rough Draft

Step 5: Re-Write Every Sentence

Step 6: 10-15 Sentence Article Summary 

Step 7: Send to Friends and Ask for Feedback

Step 8: Write a 3rd Rough Draft

Step 9: Turn Outline into a Full Post

Step 10: Publish

Mega-Brainstorm: Before you begin, piece together ideas, facts and stories into a single document. Don’t bother organizing it. Put information in there whenever you read, hear, or experience something that’s relevant to the general idea of the essay. Doing this is trivial because your smartphone is always with you. 

Collect, collect, and then select. Keep adding ideas to your mega-brainstorm until it becomes painful not to write the essay. Goodbye writer’s block!

Archipelago of Ideas: Organize ideas from the mega-brainstorm and build the archipelago of ideas. Think of the ideas in the mega-brainstorm as islands in the ocean. The archipelago of ideas is about building bridges between all the ideas. These bridges give the piece unity and cohesion.



Source:  Tiago Forte

Source: Tiago Forte


Outline: Make the outline as simple as possible. That way, you can focus more on ideas and less on structure. The outline is the most challenging part of writing an essay, and it’s not optional. The first draft is always terrible, but good writing has to start somewhere. 

The outline of an essay is like the skeleton of a body. It provides its fundamental form and structure. If it helps, write a stock intro and a stock conclusion to stay focused.

Stock Intro: What is the purpose of this essay? How is it going to proceed?

Stock Conclusion: How did this essay proceed? What was its purpose?

Keep the post in outline form for as long as possible. Outlines force simplicity. They make it easier to see the ideas and move them around. The vast majority of people should write with shorter sentences; outlines make this easy.

The outline should be longer than the final version. Organize your outline with subdivisions, sections, and paragraphs. Each paragraph is a stepping stone to your final destination and every one should focus on a single idea. Write ten to fifteen sentences per outline heading to complete your paragraphs.

While working on the outline, keep moving, keep writing, and don’t get bogged down by the details.

The mega-brainstorm, archipelago of ideas, and the outline are elements of production. The purpose of production is to produce. The editing phase comes later. The function of editing is to reduce and rearrange. Produce, then edit. Don’t combine them. Never let production and editing interfere with each other. 

Editing: Great writers are great editors. Most great writing starts out as bad writing. Edit by reading what you’ve written out loud. The cadence of breathing and speaking tends to mimic the frequency of the brain’s ability to process words and sentences. 

The secret to editing your work is simple: you need to become its reader instead of its writer. If you’re struggling to do this, step away from the piece for a few days. Edit as if you have no sunk costs. Reject bad ideas, so good ones are all you have left. Delete the parts that readers will skip. Eliminate the extra detail, and concentrate on communicating what’s important.

Poor communicators ramble. Good communicators leave out unnecessary details. Great communicators treat words as the scarcest commodity.

Aim to pass the “Thanksgiving Test.” Ask yourself: Could you talk about this at the Thanksgiving table and your family would get what you’re talking about? Keep in mind that you want to write in the same voice you’d use if you and I were in a bar having a chat.

Rewriting Sentences and Organizing Paragraphs: If you aren’t rewriting, you aren’t developing as a writer. The most important part of learning and remembering is the re-creation of what you have written in your own words.  

Read each sentence aloud, and listen to how it sounds. Put brackets around unnecessary words. Read the sentence without the bracketed material and see if it works. Write another version of each sentence, under the previous sentence. Each sentence should flow logically from the one before it and refer to the topic sentence of the paragraph. 

Here’s an example: 

Original Sentence: I think that writing is a very important tool that you can use to build your network, and improve the way that you think.

Edited Sentence: Writing helps you build your network and improve your thinking.

Try not to use transitions. They work every once in a while, but most people use too many of them. If you do use a transition, don’t use the same one too many times.

Seek flow and precision. Don’t try to impress people with vocabulary; it will backfire. Eliminate words that aren’t used in normal conversation. 

Once you’ve rewritten each sentence, re-order the paragraphs so they are ordered appropriately. 

Generate a New Outline: Re-read the essay out loud. Put brackets around unnecessary words. Read the sentence without the bracketed material and see if it works.

Write a new, 10-15 sentence outline. Don’t look back at your essay while you are doing this. The works because you’ll force yourself to reconstruct your argument from memory. This will distill the piece to its essence. By doing so, you will likely improve it. Most of the time, when you summarize something, you end up simplifying it, while retaining most of what is important. By summarizing your ideas, your memory becomes a filter. It helps you remove what is useless and preserve what is vital. 

Once the new outline is complete, cut and paste material from the previous essay. Many things from the first draft won’t be necessary. Keep only what is necessary. Delete everything else.

Repeat this last step as necessary. 

Note: An essay is not finished until you cannot edit so that your essay improves. You can tell if this has happened when you try to rewrite a sentence (or a paragraph) and you are not sure that the new version is an improvement over the original. 

To take an essay to the next level, repeat the process of sentence re-writing and re-ordering, as well as paragraph re-ordering and re-outlining. Wait a few days to do this so you can look at the piece with fresh eyes. That way, you can see what you have written, instead of seeing what you think you wrote.

Style and Substance

Less is More: Effort isn’t something readers want. Substance is. The shorter the article, the less bullshit.

Treat every word like it costs you something. Good communication is the ability to say the most in the fewest number of words. The ability to simplify means to eliminate the unnecessary so that the necessary may speak.

Create People and Avatars, not Descriptions: Humans love characters and stories. It’s why we love cartoons, novels and movies. Humans have an incredible ability to empathize with characters and put themselves in their shoes.

Invent characters that are fun to follow and easy to remember. Characters are more memorable than abstract generalizations about a demographic. 

Use Short Paragraphs: Most people read on their smartphones. They’re busy and on-the-go. Don’t write 8-10 sentence paragraphs unless you’re making an important point.

Long paragraphs should be the exception, not the norm. Keep your paragraphs to five sentences, or less. Short paragraphs will make your article less intimidating and easier to read. Now, when you write a long paragraph, it’ll stand out and be seen as more important. Use long paragraphs sparingly. Save the length for when you need it. 

Style: Aim to produce something of worth, beauty and elegance. Steal stylistically from other writers, as all great readers do.

Write as smooth and naturally as you can and use the same voice you’d use if you and I were in a bar having a chat. Write for a reader who won’t read the essay as carefully as you do. If it helps, lead with something counterintuitive or provocative. Use footnotes to contain digressions. Vary sentence length. Occasionally, the reader needs a breather.

A pause.

Note: The next section three sections — rules, writing hacks, and banned, bad, and ugly — are pulled from Nat Eliason’s excellent article on writing, with his permission.

If you haven’t read it, I highly recommend it.


Avoid Adverbs: Adverbs are lazy. Writers usually use them to compensate for weak and non-descriptive words in other parts of their sentence. You can spot an adverb because it ends in “ly.” Think of words like sadly, happily, and maddeningly. Instead of using an ad verb, use a stronger verb. So instead of writing “I happily walked to work,” write “I danced to work.”

Avoid Repetition: Don’t repeat the same words too much, except for when you want to prove a point. If you do repeat a word, especially if it’s complex or uncommon, look for a synonym.

Vary Sentence Length: Great writing is like a dance, and words are the music that create the atmosphere. The easiest way to add rhythm to your writing is to vary sentence length. Short sentences speed things up, and long sentences slooooooowwwwww things down. First, you should write a long sentence whenever you have a lot to say about a topic, and when you can put together a string of connected ideas that flow well together and collectively build up to the broader point you’re trying to make. Then, you stop. You shorten your sentences, so you can make your point.




Writing Hacks

Use TK: Of all the tactics inspired by Nat Eliason, this is my favorite. As you’re writing, put “TK” anywhere you aren’t sure of a detail, or where you need to add more context later.

One of the main reasons we stop writing or fall out of flow is getting stuck on some detail giving me trouble, and by dropping in a TK to come back to it later, I can maintain the flow. Why TK? Think of it as “To Come.” It  reminds me to add more context later. That letter combination doesn’t appear in any English word, so when you CMD+F for it after you’re done writing, you’ll only find the instances where you used it as a place marker.

When in Doubt, Delete It: The easiest way to deal with almost anything giving you trouble is to delete it. If a sentence is bugging you, delete it. Awkward paragraph, delete it. Confusing section, delete it. You’ll find you never needed it in the first place.

Context Switch: I devote different spaces to different aspects of writing. I create on my laptop at home, read my work on a tablet whenever I’m traveling, and make edits on my laptop in coffee shops. Switching contexts puts me in different states of mind, which gives me new ways of looking at existing ideas. The more varied the context, the better.

Banned, Bad & Ugly

Banned Words: Before publishing, search for the following words and remove them when possible. 

  1. Just

  2. That

  3. Already

  4. Actual / Actually

  5. Think

  6. Pretty

  7. Really

  8. To be

  9. Great

  10. Got

  11. Around

  12. A lot

  13. Very

  14. Thing

  15. Much

  16. Unfortunate / fortunate

  17. Nice

Banned Phrasings

  1. I think

  2. I believe

  3. It seems

A Fresh Perspective

Writing is a fruitful habit. Expressing ideas will help you form new ones and by sharing them with others, your thinking will gain precision.

Make this process your own and improve it whenever possible.

Read to inspire you to write more, and write to inspire you to read more. Through this delicate balance of production and consumption, I encourage you to cultivate your own writing habit.

Articles I’ve Written


Networked Writing

How to Write More

Articles Others Have Written

Nat Eliason: 21 Tactics to Help You Become a Better Writer (Highly recommend)

Jordan B. Peterson’s 10 Step Guide to Clearer Thinking Through Essay Writing

Paul Graham: Writing, Briefly

Eugene Wei: The Rhythm of Writing

Khe He: Create Your Own Luck with a Writing Practice

Ernest Hemingway: The Art of Fiction

Venkatesh Rao: Tips for Advanced Writers

Morgan Housel: Make Your Point and Get Out of the Way

Tyler Cowen: My Personal Moonshot

Taylor Pearson: Lessons Learned From Writing a Book

Books Other People Have Written

Bird by Bird, Anne Lamott

On Writing Well, William Zinsser

Elements of Eloquence, Mark Forsyth

Nobody Wants to Read Your Sh*t, Steven Pressfield

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