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How I (Finally) Overcame a Lifetime of Writer’s Block

Reese Hopper
September 20, 2024 | 5 min read

On December 31, 2021, I published my 465th blog in 465 days. I successfully wrote and published an article every single day for an entire calendar year — plus one hundred days on top of that.

But it wasn’t always like this. I used to be a serial quitter.

Everything changed for me by accident. A few years before this blogging streak, in 2018, I posted a picture on Instagram with the caption, “[I’m] thinking of blogging every single day in November no matter what, do you think I can do it?”

I didn’t realize it at the time, but that silly Instagram post had everything I needed to overcome a lifetime of writer’s block and create a repeatable system that helps me execute creative ideas.

The Issue

I was always the classic example of an “idea guy.”

All ideas. Little execution. No consistency.

Here’s how it used to go for me: an idea strikes like a lightning bolt. Inspiration rattles through my very bones. I decide I will chase my new dream every day. So I create for six or maybe seven days. Then, inevitably, difficulties arise. I’m hit with an especially busy day, or writer’s block finally strikes, or a collaborator cancels on me. My brain begins to believe that I signed up for a lifetime of difficulty with no upside.

So I quit. It’s the only logical conclusion!

What was happening here?

I wasn’t clearly defining my creative act. I was making indefinite commitments. I was renegotiating with myself. And I wasn’t involving my community.

The Accident

When I shared my Instagram post in 2018, I didn’t realize it accidentally had all the elements I needed to overcome my creative inconsistency. Let’s break down the caption. “[I’m] thinking of blogging every single day in November no matter what, do you think I can do it?”

Clear Definitions

The first part, “[I’m] thinking of blogging” was an essential definition of the creative act. Notice I didn’t say “I’m thinking of becoming a writer.” That would have been too broad — too bold to believe. But I had written blogs before. They were easy. They were achievable.

“Definitive, specific plans tend to get accomplished while vague assertions wisp weakly into the wind,” author Donald Miller writes in his book Hero on a Mission. “Why? Because vague and elusive notions do not help us find narrative traction.”

When we create small, daily commitments, our ability to begin and maintain momentum increases.

Definite End Dates

The second part, “every single day in November” carried a definite end date for the creative streak. Instead of committing forever to a creative lifestyle I knew next to nothing about, I set a definite end date. Even if things got hard, I knew I wouldn’t have to endure pain with no benefit forever.

Kristen Berman at the Common Cents Lab found a 24% increase in job applications when she set a deadline. Others, at the Journal of Marketing Research, discovered that 10% of people redeemed a bakery gift certificate that was good for two months — meanwhile, 30% of people redeemed the same gift certificate that was only good for two weeks!

How does this make sense? How do people accomplish more when they have less time? When we have a long time, we procrastinate. Short time frames and hard end dates increase the velocity with which we approach projects, as well as our motivation to overcome obstacles.

Non-negotiable Commitments

The third part, “no matter what,” was a non-negotiable commitment to the creative act. It didn’t matter if I was busy that day. It didn’t matter if I had no inspiration, or if something came up, or if the blog wasn’t good. I had to publish anyway.

“[Even] if I don’t feel inspired, I need to move forward,” said The Alchemist author Paulo Coelho in an interview. “I say, ‘You, book, are fighting with me. Okay. I’m going to sit here, and I’m not going to leave you alone until I find my way out of this crossroads.’”

Angela Duckworth, author of the book Grit, uncovered the common ground between graduates of the grueling military academy West Point. It wasn’t IQ. It wasn’t physical size or strength. It wasn’t prior education. It was grit. Graduates more often identified with the statement “I finish whatever I begin.”

By not allowing ourselves off the hook of our short-term commitments, and pushing through the hard stuff, we’re able to string together meaningful creative acts.

Public Commitments

Finally, the last part, “do you think I can do it?” I asked my community what they thought. I presented my commitment to the public. I staked a portion of my reputation on it. I was no longer an undiscovered genius or a secret artist. I made a promise to the people!

“‘I’m always on time, and I always show up to things, so why don’t I do that for myself?’” said Netflix comedian Mike Birbiglia in an interview. “So I put a hand-written note next to my bed that said … 'Mike! You have a meeting at Cafe Pedlar … at 7 a.m. with your mind!’”

Functional people find a way to show up for work, pick up their kids, and arrive at appointments, even when they don’t feel like it. But so many of us struggle to follow through on these same commitments to ourselves. By making a private commitment public, we increase the friction of failure, and with it, our chances of success.

“I’m always on time, and I always show up to things, so why don’t I do that for myself?” said Netflix comedian Mike Birbiglia in an interview. “So I put a hand-written note next to my bed that said … 'Mike! You have a meeting at Cafe Pedlar … at 7 a.m. with your mind!’”

The Process

If you want to start a creative streak of your own, follow this process:

  1. Define a small creative act you can accomplish every day—ideally, it only takes 30-45 minutes.
  2. Commit to a short-term streak with an end date — 7, or 15, or 21 days is great!
  3. Whatever you do, don’t miss a day in the streak. The days when you create anyway, even with no inspiration, are the moments you prove to yourself that you can overcome writer’s block.
  4. Tell your family, friends, and audience about your commitment to the streak. Share your work!
  5. Stop to reflect after your streak is over. Think about what you liked, what you learned, and how you can do it again, only longer.

With each successful creation streak, you’ll gain confidence. You’ll get better at defeating writer’s block. You’ll make good work.

But most importantly, you’ll transform from an “aspiring” creative… to a real one.

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Sources

March 22, 2026 3 min read

If you're new here, freewriting is “an unfiltered and non-stop writing practice.” It’s sometimes known as stream-of-consciousness writing.

To do it, you simply need to write continuously, without pausing to rephrase, self-edit, or spellcheck. Freewriting is letting your words flow in their raw, natural state.

When writing the first draft of a novel, freewriting is the approach we, and many authors, recommend because it frees you from many of the stumbling blocks writers face.

This method helps you get to a state of feeling focused and uninhibited, so you can power through to the finish line.

How Freewriting Gives You Mental Clarity

Freewriting is like thinking with your hands. Some writers have described it as "telling yourself the story for the first time."

Writing for Inside Higher Ed, Steven Mintz says, “Writing is not simply a matter of expressing pre-existing thoughts clearly. It’s the process through which ideas are produced and refined.” And that’s the magic of putting pen to paper, or fingertips to keyboard. The way you learned to ride a bike by wobbling until suddenly you were pedaling? The way you learned certain skills by doing as well as revising? It works for writing, too.

The act of writing turns on your creative brain and kicks it into high gear. You’re finally able to articulate that complex idea the way you want to express it when you write, not when you stare at a blank page and inwardly think until the mythical perfect sentence comes to mind.

Writing isn’t just the way we express ideas, but it’s how we extract them in the first place. Writing is thinking.

Or, as Flannery O'Connor put it:

“I write because I don't know what I think until I read what I say.”

Writing isn’t just the way we express ideas, but it’s how we extract them in the first place. Writing is thinking.

 

Freewriting to Freethinking

But how and why does it work? Freewriting makes fresh ideas tumble onto the page because this type of writing helps you get into a meditative flow state, where the distractions of the world around you slip away.

Julie Cameron, acclaimed author of The Artist’s Way, proposed the idea that flow-state creativity comes from a divine source. And sure, it certainly feels like wizardry when the words come pouring out and scenes seem to arrange themselves on the page fully formed. But that magic, in-the-zone writing feeling doesn’t have to happen only once in a blue moon. It’s time to bust that myth.

By practicing regular freewriting and getting your mind (and hands) used to writing unfiltered, uncensored, and uninterrupted, you start freethinking and letting the words flow. And the science backs it up.

According to Psychology Today, the dorsolateral prefrontal cortex goes quiet during flow state. This part of the brain is in charge of “self-monitoring and impulse control” – in other words, the DLPFC is the tiny home of your loud inner critic. And while that mean little voice in your head takes a long-overdue nap, you’re free to write without doubt or negative self-talk.

“With this area [of the brain] deactivated, we’re far less critical and far more courageous, both augmenting our ability to imagine new possibilities and share those possibilities with the world.”

Freewriting helps us connect with ourselves and our own thoughts, stories, beliefs, fears, and desires. But working your creative brain is like working a muscle. It needs regular flexing to stay strong.

So, if freewriting helps us think and organize our thoughts and ideas, what happens if we stop writing? If we only consume and hardly ever create, do we lose the ability to think for ourselves? Up next, read "Are We Living through a Creativity Crisis?"

 

Learn More About Freewriting

Get the ultimate guide to boosting creativity and productivity with freewriting absolutely free right here.You'll learn how to overcome perfectionism, enhance flow, and reignite the joy of writing.

SYSF-book-mockup.webp

March 16, 2026 2 min read

Picturethis. Imaginetryingtoreadapagethatlookedlikethis,withnospacestoseparateonewordfromthenext. No pauses. No breath. Just an endless procession of letters that your brain must laboriously slice into meaning, one syllable at a time.

March 04, 2026 1 min read

Teachers inspire the next generation of writers — and we want to support that work.

Educators: Enter for a chance to win a classroom set of distraction-free drafting tools designed to help students focus on writing instead of screens.

One selected educator will receive a classroom set of 5 Freewrite Alpha devices to pilot with their students.

LEARN ALL ABOUT USING FREEWRITE IN THE CLASSROOM HERE.

ENTER HERE:


 

Make sure to submit your entry by the end of the day on Tuesday, March 31.

Eligibility

This giveaway is open to U.S. teachers and educators age 18+ currently employed at an accredited K–12 school, college, or educational institution. Read the full terms and conditions here.

Limit one entry per person.