We were lucky to catch up with Emily Chertow recently and have shared our conversation below.
Emily, thank you so much for joining us today. Let’s jump right into something we’re really interested in hearing about from you – being the only one in the room. So many of us find ourselves as the only woman in the room, the only immigrant or the only artist in the room, etc. Can you talk to us about how you have learned to be effective and successful in situations where you are the only one in the room like you?
It is all rooted in how I was raised. Early on my dad would whisper in my ear that ”I am a champion” and my mom would always urge me to explore my curiosity.
I think that has supported my success and growth is I’ve always remained true and authentic to my believes and passions. If I’m curious about something, I look into it and I find an answer.
In a room full of people alike or not — it’s easy to compare. But when we lean into keeping the focus on ourselves and keeping our side of the street clean then that other stuff does not really matter!
Also, I think one of the most important parts of my journey in all areas of my life is doing all things with love and kindness. It’s the core thing I believe I am — i am love…and i am kind. Leading a life with this at the forefront of all that I do allows me to connect with really good people that give me the experiences and glimmers of hope / love that i see in the world .
Great, so let’s take a few minutes and cover your story. What should folks know about you and what you do?
I’m Emily Chertow, the founder of Journaling Classes, where I create thoughtful spaces for self-expression, reflection, and connection through guided journaling workshops. What started as a small gathering in Washington Square Park six years ago has grown into a community that has welcomed over 10,000 participants. I design these experiences to empower individuals to pause, connect with themselves, and explore their emotions through creative expression.
What excites me most is seeing how journaling—such a simple yet profound practice—can spark transformation, whether it’s fostering clarity, healing, or joy. My workshops are designed to be inclusive and approachable, blending mindfulness, intention-setting, and fun. Each session is unique, reflecting themes like seasonal transitions, inner child healing, or community-building. I also partner with incredible brands and organizations to bring journaling into unexpected spaces, from corporate wellness initiatives to flower pop-ups.
Currently, I’m focused on continueing to create experiences and products that I deeply align with from missions and values of my brand while also partnering with other companies, organizations and brands who feel similar about the things I believe in.
Beyond events, I’m deeply committed to building a community where people feel seen, heard, and supported. Whether through in-person gatherings or virtual classes, my goal is to remind people that their stories and experiences matter.
Something I am learning and leaning into everyday is not just being a business owner but anchoring into my true inner self which is an artist. A daunting thing to say outloud and share but I am a creative person and I want to put my art (workshops/experiences/feelings) out into the world as often as I possibly can
Looking back, what do you think were the three qualities, skills, or areas of knowledge that were most impactful in your journey? What advice do you have for folks who are early in their journey in terms of how they can best develop or improve on these?
Looking back, three qualities that have been most impactful in my journey are courage, adaptability, and a willingness to embrace imperfection. Courage to take the leap and put my ideas into the world, adaptability to refine and improve along the way, and the ability to embrace imperfection because creativity is rarely neat and tidy.
For anyone early in their journey, my biggest advice is: just start. If you have an idea, go for it—even if it’s messy or imperfect. I’ve learned that it’s better to create something and refine it later than to let fear or overthinking hold you back. I’d rather see something out in the world, making an impact, than let it live in my head as an idea.
I call myself the messiest perfectionist—I care deeply about my work, but I’ve learned to let go of the need for it to be flawless before sharing it. Trust me, the real growth comes in the doing, not the waiting.
For those just beginning, my advice is to stay curious, embrace feedback, and trust the process. Perfection isn’t the goal—progress is. Your willingness to show up, learn, and adapt will always take you further than waiting for the “perfect” moment or version of your idea.
As we end our chat, is there a book you can leave people with that’s been meaningful to you and your development?
Anything by Melody Beattie. Specifically Journey to The Heart by her!!! It is a daily reader and it changed my life. I have gifted it and recommended it to so many people that at this point I should get a cut of her check!! Just kidding.
Her insights are amazing. She rights a lot on co-dependency which I often resonate a lot with. I love reading on buddism practices and modalitys. It helps me live a heart centered life in presence.
Contact Info:
- Instagram: https://www.instagram.com/journalingclasses/
- Linkedin: https://www.linkedin.com/in/emily-chertow/
Image Credits
Please tag and credit: bridget lennon, https://www.instagram.com/blennon.creatives/
so if you or someone you know deserves recognition please let us know here.
