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How to start journaling (and actually keep going)

What to write, how long, where to write it, and how to keep it going past the first week.

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The hardest thing about journaling isn’t writing. It’s starting, and then doing it again the next day, and the day after that. I’ve watched myself fall off the wagon a hundred times. Here’s what I’ve learned about getting on it and staying on it.

Step one: lower the bar, then lower it again

The single thing that has kept me journaling for years is that I don’t try to write a lot. Most days, I write two or three sentences. Some days I write a paragraph. Once a month, I write a page.

If you sit down expecting to fill a page every night, you’ll quit by Friday. If you sit down expecting to write one sentence, you’ll do it.

Tonight’s goal: one sentence about today. That’s the practice.

Step two: pick when

There are two good times to journal:

There’s also the in-between: writing whenever something hits. That works too, but it doesn’t build a habit. The habit comes from picking a time and showing up.

Pick one. Stick to it for two weeks. You can change later.

Step three: pick where

By “where” I mean what you write into. The options:

I’ve used all four. I built Cozy because I wanted the last one, but nicer. Whatever you pick, pick something that will still work in ten years.

Step four: write the first entry

Don’t try to summarize your life. Don’t catch up on the last decade. Just write about today.

Three formats that work for a first entry:

The five-line entry.

The two-sentence entry.

The single-prompt entry. Pick one writing prompt and answer it. That’s it.

Any of these is enough. The first entry doesn’t need to be good. It needs to exist.

Step five: get past the first week

The first week is fine because it’s new. The third week is where journals die. Here’s how I get through:

What to do when you don’t know what to write

The blank page is the most common reason people stop. Three moves that always work for me:

  1. Describe the day in three sentences. Don’t try to be insightful.
  2. Write a sentence about how you feel, with no analysis. “I feel low and I don’t know why” is a complete journal entry.
  3. Use a prompt. I made a free writing prompts generator for exactly this. Click for another until one lands.

What journaling is not for

A few things I had to unlearn:

A journal is for you. The freedom of knowing nobody else will ever read it is the whole point. Don’t write for an audience.

A small piece of advice for keeping it going

Keep your journal somewhere you actually own. A folder on your computer. A notebook on your nightstand. Not in an app you might lose access to. Your journal should outlive any company, including mine.

That’s the whole reason Cozy is built the way it is. But honestly, if a paper notebook is the thing you’ll actually use, use that. The best journaling tool is the one you’ll open tomorrow night.

Tonight

Stop reading. Open whatever you’re going to write into. Write one sentence about today. Close it.

That’s how this starts.

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