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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

July 30, 2026 2 min read

PRESENTED IN COLLABORATION WITH

Calling all micro-fiction storytellers! 🏁

For the second year in a row, Freewrite is teaming up with Grant Faulkner, co-founder of the Flash Fiction Institute and author of The Art of Brevity, to bring you the fastest, most adrenaline-pumping writing event of the year.

Whether you're a seasoned writer or a creative rookie, the Freewrite 500 is your chance to rev up your imagination, write a 500-word story, and win big.

You do not need to own a Freewrite to participate.

 

 

How It Works

🎟️ Fill out the form above to secure your spot. It's totally free. (You must register to participate.)

📖 Join us for a free mini flash fiction lesson by Grant Faulkner at 1 p.m. ET on Thursday, August 13.

⏱️ At the lesson, we'll announce the prompt for the competition and jump into a community writing sprint to get the creative juices flowing.

📝 You'll have the weekend to finish and submit your 500-word storybased on the prompt by end of day on Monday, August 17.

🔁 Those who can't make it live can watch the replayand submit before the deadline.

✏️ Our judging panel, led by Faulkner and made up of writers from the Freewrite team and the Flash Fiction Institute, will judge each piece based on: length (500 words), relevance to the prompt, and creativity.

🥇 NEW THIS YEAR: The panel will select three finalists, and then announce one grand prize winner.

All work must be submitted by 11:59 p.m. EST on Monday, August 17.

The Prize Pack

One winner will receive:

  • Publication on the Freewrite blog and Flash Fiction Institute blog
  • 1 Freewrite Traveler
  • 1 hour-long one-on-one coaching session with Grant Faulkner
  • 1 free Flash Gym session with the Flash Fiction Institute
  • 1 Words Are Hard prompt deck
  • A paperback copy of Set Your Story Free, the ultimate guide to freewriting
  • A digital copy of the opening chapter of Grant Faulkner's book, The Art of Brevity

Second and third place writers will each receive:

  • Publication on the Freewrite blog and Flash Fiction Institute blog
  • 1 Freewrite Alpha
  • 1 free Flash Gym session with the Flash Fiction Institute
  • Words Are Hard prompt deck
  • A paperback copy of Set Your Story Free, the ultimate guide to freewriting
  • A digital copy of the opening chapter of Grant Faulkner's book, The Art of Brevity

The Schedule

  • Thursday, Aug 13: Lesson & prompt announcement
  • Monday, Aug 17: Submissions deadline
  • Monday, Aug 31: Finalists announced
  • Monday, September 7: Grand prize winner announced

Questions? You can reach us at hello@getfreewrite.com.

Write on.

The Freewrite 500 Pit Crew 🏁 

Full contest terms and conditions

July 29, 2026 1 min read

Scroll down for the answer key.

 

 

 

 

 

 

 

 

 

 

 

 

 

Short answer: Anything!

July 21, 2026 2 min read

We're thrilled to introduce you to the winner of our Journey to a BillIon Words Giveaway: author P.L. McMillan.