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How to Start a Daily Journaling Habit That Actually Sticks

Sep 28

4 min read

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We've all been there—standing in the stationery aisle, heart full of excitement and possibility as we pick out the *perfect* journal. This time will be different, we tell ourselves. This time, we'll write in it every single day.


Fast forward three weeks, and that beautiful journal sits abandoned on your nightstand, its crisp pages still mostly blank as the day you brought it home, silently judging you every morning. Sound familiar? I know. It's happened to me before too but we can change it.


Here's the thing about journaling: it's not about perfection, and it's definitely not about writing War and Peace every single day. The magic happens when you create a ritual that feels as natural as your morning coffee—something that fits seamlessly into your life rather than adding to your already overwhelming to-do list.


Start Ridiculously Small

Forget everything you think you know about "proper" journaling. You don't need to fill pages or write for thirty minutes straight. Start with just three sentences. Or even one. The goal isn't to become the next great author overnight, you're not creating your memoir; it's simply to show up consistently.


When I first started my journaling practice, I committed to writing just the weather each day. Sounds silly, right? But that tiny habit became my anchor. Soon, I was adding how the weather made me feel, then what I was grateful for, then small moments from my day. Before I knew it, those three words about sunshine had blossomed into a practice I couldn't imagine living without.


Find Your Golden Hour

There's no universal "best time" to journal, despite what productivity gurus might tell you. Some people swear by dawn pages, pouring their thoughts onto paper before the world wakes up. Others find their flow in the quiet evening hours, processing the day that's passed.


Pay attention to when you naturally feel reflective. Maybe it's during your lunch break, or while your coffee brews, or in those few minutes before you check your phone in the morning. Your ritual should work with your energy, not against it.



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Set Up Your Sacred Space

Rituals thrive on consistency, and that includes your environment. Choose a specific spot that feels welcoming—maybe it's your kitchen table with morning light streaming in, or a cozy corner of your bedroom with your favorite blanket, or even my favorite - outside in the crisp morning air amid the backdrop of birds happily singing.


Keep your journal and a pen you actually enjoy using in or near that spot. This isn't the time for the fancy pen that you have to constantly shake the ink down when they skip or the journal that's too precious to "mess up." Choose tools that invite you to write, not intimidate you into perfection.


Permission to Be Messy

Here's your official permission slip: your journal doesn't need to be Instagram-worthy. Cross things out. Write in margins. Draw terrible doodles. Use different colored pens on the same page. This is your space to be gloriously, authentically human.


I've seen people abandon perfectly good journaling habits because they made a "mistake" on the page or their handwriting looked messy. Your journal isn't a museum piece—it's a living, breathing record of your thoughts and experiences. Some days my penmanship is enviable, other times it's like: who wrote this?!? Embrace the beautiful imperfection of it all.


Build in Flexibility

Life happens. Some days you'll have fifteen minutes to pour your heart out, and other days you'll barely manage to scribble "grateful for coffee" before rushing out the door. Both count. Both matter.


Create different "modes" for your practice. Maybe Mondays are for setting intentions, Fridays for reflection, and busy days are for simple gratitude lists. And maybe some weeks, you shuffle those days around. Having options means you never have to break your streak—you just adapt to what's possible.


Connect to Your Why

The journaling practices that stick are the ones connected to something deeper than habit for habit's sake. Maybe you're journaling to process anxiety, capture memories, work through creative blocks, or simply carve out a moment of stillness in your busy life.


Remind yourself regularly why this practice matters to you. On the days when journaling feels like just another task, reconnecting with your deeper motivation can reignite that initial spark.


Celebrate the Small Wins

Did you write three days in a row? Celebrate it. Did you come back to your journal after a week-long break? That deserves recognition too. Building a sustainable practice is about progress, not perfection, and every small step forward is worth acknowledging.


Maybe you treat yourself to a new pen after a month of consistent writing, or you share a meaningful insight from your practice with a friend. These small celebrations reinforce the positive feelings around your ritual, making it something you look forward to rather than endure.


The Long Game


Remember, you're not just building a habit—you're building a relationship. A relationship with your thoughts, your experiences, and ultimately, with yourself. Like any good relationship, it takes time to develop trust and intimacy.


Some entries will feel profound, others mundane. Some will capture pivotal moments, others the small, ordinary details that make life rich. All of it matters. All of it is part of the beautiful, ongoing story of who you are and who you're becoming.


Your journal is waiting for you—not perfectly, not with grand revelations every day, but consistently, gently, with whatever you have to offer. Start small, be kind to yourself, and trust the process. Before you know it, you'll have created something truly beautiful: a practice that nourishes you and a record of your life that's uniquely, wonderfully yours.


Now, what's stopping you from writing that first sentence today?


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image of black woman holding pen near chin with open notebook on desk in front of her

About Me

Hi, I'm Monique, the creator behind Positively Penned! For over 20 years, I've been learning how to live with anxiety - the hard way, the messy way, and eventually, in ways that actually help. I'm not a mental health professional, but I am someone who's collected a lot of tips, tools, and practices along this journey that have genuinely made a difference.

I created Positively Penned to share what I've learned with others who might be struggling with anxiety or self-worth issues - because if something helped me, maybe it can help you too. One of the biggest things that's helped me personally? Writing it out. Journaling, reflecting, and creating space to process everything. That's actually what led me to start designing and handcrafting notebooks and planners - I wanted beautiful, intentional tools that make the practice of journaling and self-reflection feel special and supportive.

My goal is to help you nurture your mental well-being and find balance, joy, and positivity in your daily life - whether that's through the blog posts I share here, the printables I create, or the handmade journals in my shop. Even on the hard days, especially on the hard days.

When I'm not designing or writing, you'll find me spending time with hubby & son, rocking out to music, or enjoying a cozy moment with a good book and my favorite tea. 

Thanks for stopping by, hope to see you again soon...

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