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Improve Your Writing and Overcome The Fear of Writing

Wandering Aimfully Through Building Habits

Improve Your Writing and Overcome The Fear of Writing

3 years and 3,000,000 words later, I know how to help you write better.
Jason ZookJason Zook Jason ZookJason Zook

Written by

Jason Zook

The idea of becoming a better writer is daunting but I’m living proof that you can improve your writing, especially if you start out as a really crappy writer (hah!)

You’re not a writer—Stephen King is a writer.

You can’t write anything about marketing—Seth Godin has written it all.

No one wants to read your opinions—everyone has their own opinions to sort through.

You have no writing credentials. You didn’t go to school for writing. You’re terrible at grammar, punctuation, and using parentheses. (I still don’t think I do this “correctly.”) People don’t need yet another thing to read.

Three years ago, those were the thoughts that filled my mind as I decided to commit to becoming a full-time writer.

Now, granted, I didn’t actually realize I was committing to becoming a full-time writer. I had merely decided to step away from a business and the audience of 25,000+ people that came with it. I had decided I would instead share my experiences as an entrepreneur—the real experiences, not the hacks/tips/secrets/3 easy steps that pepper the headlines of prominent media outlets.

But when you have zero experience writing, except for 140-character messages to random strangers on Twitter, where do you start?


An Imperfect Daily Writing Practice WILL Improve Your Writing

From the experience I had filming daily YouTube videos, creating a daily writing practice made perfect sense. When I started filming daily videos for my previous IWearYourShirt business, I had absolutely zero experience (the same experience I had as a writer).

I went from nearly soul-crushing thoughts of self-doubt and overwhelm to creating over 2,000 videos with millions of views.

The first videos I created were cringe-worthy; in fact, I still can’t watch them. For some odd reason, I thought my writing would be different. Spoiler alert: It wasn’t. My early writing is cringeworthy, but that early writing has helped me overcome the fear of writing. The fear of comparing myself to other writers. And part of that process is allowing myself to be a bit more vulnerable with my writing.

Where exactly do you start with a daily writing practice?

Based on my research, I committed to four things when I made the decision to stick to a daily writing practice:

  1. Write 500 words at the same time every morning (and block off the time on my calendar).
  2. Write without judgment or concern for the writing being “good” (or even coherent).
  3. Be completely okay with the fact that all 500 words might be 100% worthless.
  4. Stick to a daily writing practice for two months.

And so I committed, starting on June 1, 2013. I didn’t have a repository of writing topics. I didn’t know exactly what I wanted to be writing about. I just knew I wanted to try out this writing thing.

The first few days? Not fun. As soon as my butt hit my blue yoga ball (what I sat on at the time), the doubts I wrote at the beginning of this article ran rampant through my mind. But instead of letting those thoughts control me, I fought them by hitting the keys on my keyboard. Without a succinct topic to write about, I’d just write my exact feelings or stream of thoughts.

Day after day, the writing practice got easier. The pressure I put on myself to write something worthwhile started to lessen. My writing actually started to improve.

Once every couple of days, I’d have an idea for an article that seemed interesting or that I thought may be valuable for other people. There was no Action Army back then. There were no Road Runner Rules. I had no idea who I was writing for or why I thought they would even want to read my writing. I just wanted to share my thoughts.

In the beginning, I wrote what came easily: I shared my life.

Coming off a business where I hosted a daily live video show that shared 90% of my life, I knew I could make an easy transition into writing something similar. Instead of trying to create some fancy way of writing or spending arduous hours trying to figure out interesting topics, I’d just leverage something I had at my disposal: my life.

“Sharing my life” was familiar to me, but it also looked a certain way. During my days of hosting a live video show and representing a different company on my t-shirt every day, I couldn’t have bad days. I couldn’t complain, be upset, or be honest if I was feeling pressure and stress. That would reflect negatively on the brand that was paying me, and I knew that wasn’t fair to them. Sure, I probably should have seen the writing on the wall that it wasn’t a healthy way to operate my life/business, but we all make mistakes.


Vulnerability, Not Grammar Rules, Helped Take My Writing To The Next Level

Once I removed the shackles of worrying about representing a company, I felt the freedom to share what was actually going on. I felt a burning desire to let the world know that everything wasn’t okay because I knew everything wasn’t okay for other people as well (or at least I hoped I wasn’t alone in thinking that).

That shackle-removal was the best thing I did for my journey into writing. Being more vulnerable and honest about my life and business pushed away people who only wanted to see a perfect life and pulled in people who could relate and who shared my thoughts and feelings. Writing about Feeling Lost, Values, Friendships, and various other topics attracted the types of people who were going through (or had gone through) similar things. And when they commented or emailed to thank me for my words, it was a life-changing revelation to me:

I could be real about things not going perfectly, and people wouldn’t scatter away like cockroaches when you flick on a light in a dark dingy motel room.

Defining who you are writing for is helpful, even if that definition changes over time.

Defining the audience I was writing for was extremely painful for me, but I knew it was necessary. I had seen with my previous business that having a very broad audience led to a lot of surface-level connections. Without a deep-rooted (and defined) connection, those audience members would leave at the drop of a hat to find the next shiny object. Luckily, my life partner eats bowls of soul-searching-deep-rooted connections for breakfast.

I had countless conversations with my wife, Caroline, about “who I wanted to be writing to” and “why I wanted to be writing to them.” Just typing those words makes my stomach do a slight turn. Not because it’s cliche or extremely commonplace to think about those things, but because it felt so limiting and constricting to me.

How I thought about defining my audience: This will limit the number of people I can attract, which will limit the amount of money I can make, which will make me feel unimportant and not unique.

How defining my audience actually makes me feel: I have attracted a specific group of people who can benefit from my writing. I’m empowered to know I’m making an impact on people’s lives (impact > number of eyeballs).

Bonus resource: I sweet-talked my wife Caroline into letting me share the Ideal Audience Profile PDF that we used to help me define my audience. This PDF is actually only available in her Better Branding Course, but you’re getting it for free because I’m a master negotiator (and because I agreed to do the dishes a few extra nights).

As I’ve written this article, it’s for the Action Army, a group of people who want to take control of their businesses and do things in ways that align with who they are (not who society says they should be). But the Action Army could transition into something completely different in six months or two years. I’m 100% okay with and open to that change, because I know I’ll continue to evolve the definition of who my writing is for.


Becoming A Better Writer Evolves Just As Your Writing Does

I didn’t have the Road Runner Rules exercise when I first started writing. Instead, I had one guiding principle: I wanted my writing to be useful to other people.

Actually, I think I had two guiding principles: My writing would be helpful, and I would avoid the awful trend of articles that start with “27 tips to…” and “6 important hacks for…”. Sure, every now and again, I’ll write an article that has a number in the title, but out of my past 100 articles, only 8 of them have had numbers in the title. I’d say that’s sticking to my second writing principle.

“Is what I just wrote useful?”

Whenever I sat down to write or finish an article, I would ask myself, “Is what I just wrote useful?” The answer means 90% of my writing never sees the light of day. It’s not useful. It’s just words, jumbled together, often without a cohesive thread. I keep doing it because I like the writing process, but I’m being 100% serious when I say I have 24 articles in drafts right now, most of which are between ½ and ¾ complete because they’re not really useful. Yesterday, I wrote an entire article about what I learned from taking out my smelly trash. That was fun, but I think I’ll trash it. 😉

How did I define what was “useful” when it came to my writing?

I wanted someone to read what I’d written and one of two things would happen:

  1. Learn something from my experience that they can directly apply to their lives or business
  2. Be inspired to make a change in their life and have the practical steps to make it happen

I like to think of my early writing like my younger self. Full of flaws, trying too hard, and lacking the experience or confidence to deliver something of actual value.

That may sound harsh, but I believe we’re all our own worst critics. And hey, that’s how I reflect on the beginning of my writing—it’s not where I am today. I 100% realize I’m not the next Kerouac, Nietzsche, or even Stephen King, but I’m also not trying to be. I don’t aspire to be a great writer or to win awards for my writing. I aspire to write useful things. If I’m doing that, I’ll continue to keep writing.

I’m writing a lot about entrepreneurship and living an intentional life these days, but maybe I’ll write the next great fiction series? Maybe I’ll get really into carpentry and write all about how to carve chairs out of sporks?

All I know right now is that after three years and 3,000,000 words, the important part is not the words themselves, but the intention behind them and the people they help. That’s it.

I’m completely open to the evolution of my writing as long as it stays useful. One of the things that’ll stay intact for me in all my future writing will be bringing my audience (you reading this) along with me. I thoroughly enjoy sharing my experiences—again, the real experiences, not a sugar-coated version that will make headlines for major media companies. I enjoy the deeper connection my writing helps create, and I’ll continue to invest in deepening that connection for as long as I can.


Where Does SEO Fit In And How Do You Keep Writing When No One Is Reading?

Ahh, Search Engine Optimization (SEO), the mythical sasquatch for online writers these days. So many people buy the advice to write for search engines, and to stuff their “content” full of “keywords.” I’ll be honest: talking like that make makes my left eye twitch.

Let’s take a look at organic (search) traffic of since I started sharing my writing consistently (weekly) in January of 2015:

JasonDoesStuff Organic Traffic

One of the things you’ll notice right away are the two gaps. The first one, from January 2015 – August 2015, shows almost zero search traffic. That’s not surprising since it can take 3-6 months for a site with new content to index in Google. This is the stage of creating content when you just have to believe in your writing (you know, when NO ONE is reading it 😂).

The second gap was a month when my website was offline and being redesigned. Notice that it didn’t affect the overall organic traffic growth after it was brought back online (yay!)

What strategies did I use to take my organic traffic from 0 to 500 visitors per day in about a year?


Well, that’s not entirely true. My friend Paul Jarvis gave me a great piece of advice that I still adhere to today: Write for people, not for robots.

I like Paul’s advice, and I haven’t concerned myself with a single other SEO strategy since then. I don’t care about what to put in H1, H2, or H3 tags. I don’t count my words. The only SEO-related WordPress plugin I have on my site is Yoast. And the only reason I have it is because my buddy Ben said I should. I fill out the title, keyword, and meta description with each article I write. But I have no clue if I’m picking the right title, keyword, or metadata. I’m just inputting stuff that feels right.

Otherwise, I’ve just continued to write consistently useful content. I’ve listened to my reader’s suggestions, and I’ve tried to write about the things people seem to actually want to read. I’m happy to let the search engine robots (Skynet!?) figure out the rest of the details.

Could I be getting a lot more organic traffic? Probably. I’ve seen all the same articles/webinars/courses you have about the topic. But that would be a lot of time spent focusing on things I don’t want to waste my time with. I’d rather enjoy the process of writing for and helping others, and not concern myself with eeking out a little extra traffic here and there.


Improving Your Writing Starts With You

Your words are good enough as long as they are your words. It’s easy to copy. It’s easy to put a slight spin on something Seth Godin’s already written. In fact, that’s a great place to spend 90% of your writing time. Just be willing to throw away the unoriginal stuff that isn’t useful.

Share your stories. Your stories are unique to you. Even if you aren’t going through crazy things in life, you’re experiencing things in a way that other people can resonate with. This is how you build an audience of readers.

Be willing to throw away your writing. At least early on, your writing is nothing more than an exercise to help you grow and get better. If you start with this thought (or change your current thinking about it), writing becomes way less stressful and can be done with much less pressure. Eventually, you won’t need to throw away your writing (maybe).

Embrace vulnerability in your writing. Writing my book Creativity For Sale was one of the most cathartic things I’ve done in my life. It allowed me to share a lot of thoughts and feelings I’d bottled up. I do the same thing on a weekly basis with these articles. You don’t have to pull all your skeletons out of your closet, but maybe start with a handful of them that you think other people can learn from.

This has been another 2500 words added to my 3,000,000 overall word count (so far).

This article on becoming a better writer went through a few revisions to make sure it met my #1 rule of being useful, but it also came together a lot more easily than 2500 words used to. I’m more comfortable writing these days than I ever have been, and even though I still don’t consider myself a capital-W writer, I don’t think I (or you) need the title to do the thing.

Just start writing, and see where it takes you.

Improve Your Writing and Overcome The Fear of Writing

(Big Fat Takeaway)

Overcoming the fear of writing and becoming a better writer happens when you create a writing practice and don't hold tightly to your words.


This article written by

Jason Zook

I'm all about that Cinnamon Roll life (that just seemed like a "cool" way to say I love baking and eating cinnamon rolls). Also, I co-run this WAIM thing as well as Teachery. Currently, 75ish% completion of Tears of the Kingdom 🧝‍♀️⚔️.

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