Hi, I’m Kelly Rae Roberts.

Twenty years ago, when I was 30 years old, I started a blog. I didn’t know then that hitting “publish” would change the entire course of my life.

That little blog became a sacred space—a place where I could share my fumbling and oh-so-real journey as a young woman trying to create a life of intention and creativity.

It helped me find my voice. It connected me to a creative community. It launched me into the career I have now as an artist, writer, teacher, and possibilitarian. It was the beginning of everything.

Then came Facebook, Instagram, motherhood, partnership, running a business—all beautiful, all consuming—and slowly, my writing practice slipped quietly into the background.

And now, as I near 50, I find myself drawn back to the quiet magic of those early days—craving the simplicity of writing as a way to come home to myself, and to reach the hearts of kindred spirits, too. I wonder what might unfold if I tend to the part of me that longs to write—to stay honest, to stay brave, to stay true.

And so. I started this Substack as a way to begin again.

A place to write about the things that light me up and stretch me wide as I head into my 50s—creative living, healing, the wild unfolding of midlife (holy moly, there is so much to say), and what it means to live bravely. To self-witness, and be witnessed. To stay honest, intentional, creative, and true.

Welcome. I’m so glad you’re here.

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An unexpected journey into creativity and healing…

I’m an artist, author, guide, and former social worker. I’m also obsessed with possibility (a Possibilitarian!).

I began my career as a clinical medical social worker. It was meaningful, heart-opening work—but over time, a restlessness stirred in me. A longing. A whisper that something else was calling.

At age 30, I picked up a paintbrush. I started writing. I played. I experimented. I made big, beautiful messes—and everything changed.

What began as playful exploration quickly became a life’s calling. I opened a shop, wrote a book, and soon my art was licensed and appearing in stores all over the world. I never saw it coming—but my heart loved the surprise of it all.

Since then, I’ve built a career rooted in creativity, healing, and possibility. Through art, writing, creative wellness retreats, and courses, I help women explore their creativity, nourish their souls, & build thriving creative businesses.

I share my life with my son, True, my husband John, and two English Bulldogs named Lulu Butter Butter Bean and Amelia Apple Bottoms. We live in a tiny town in Central Oregon called Sisters where we cozy up in a colorful modern farmhouse, surrounded by mountains.

Life is messy, precious, and so very good.
Dreams do come true. Love is everywhere.
My gratitude is endless.

I’m so glad you’re here.

Big love, Kelly Rae

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This Possibilitarian Life is a space for those quietly asking: What if I trusted the whispers over the noise? What might unfold if I softened the rules and created a life more hopeful, more intentional? What if our truest path is our quiet rebellion?

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Artist, writer, and possibilitarian — living the questions, following the whispers, painting, writing, and trusting what unfolds.