Today we’d like to introduce you to Cassandra Pickett.
Hi Cassandra, it’s an honor to have you on the platform. Thanks for taking the time to share your story with us – to start maybe you can share some of your backstory with our readers?
Born and raised in rural Utah, I grew up surrounded by mountains, small-town values, and big dreams. I loved dancing, musical theater, and was always juggling five things at once—on purpose. I’ve always craved variety, and to keep up with intense practice schedules across different disciplines, I developed a work ethic that some might call… excessive (in the best way).
Everything shifted when my mom got sick when I was 15. Watching her navigate illness shaped the way I see people, pain, and resilience. That experience put roots under all my ambition.
In college, I took my love of variety and ran with it. I double-majored in dance and psychology and was affectionately dubbed “the psychotic dancer” by friends as I sprinted between lecture halls and dance studios. I also entered pageants to help pay for school—learning more than I ever imagined about public speaking, community service, comparison, body image, and just how much pressure a young woman can carry while still smiling through a swimsuit competition.
Eventually, I found my home in therapy. I earned my Master’s in Marriage and Family Therapy and went on to work in private practice, agencies, and even did mobile therapy—literally meeting people in their living rooms, backyards, or wherever they felt most like themselves.
Along the way, I founded an LGBTQ+ equality center in my hometown and helped organize its first Pride parade. We launched the region’s first support group for transgender teens and their parents—a space that still exists and still matters deeply to me.
Now, I’m a wife to my college sweetheart and a mom to two redheaded boys who keep me honest and wild and soft all at once. After over a decade in the therapy world, I transitioned into coaching—helping high-achieving women bridge the gap between who they are at work and how they feel at home. I’m also the host of Girl, You Good?, a podcast about boundaries, burnout, and becoming whole again—whether you’re leading a team or making dinner.
It’s been a winding road, but I’ve never stopped loving people’s stories. Especially the messy, beautiful middle
Would you say it’s been a smooth road, and if not what are some of the biggest challenges you’ve faced along the way?
I’ve wrestled with OCD most of my life—though I didn’t always have a name for it. For years, I thought the intrusive thoughts and constant checking were just part of being “responsible” or “driven.” Turns out, worry and anxiety were doing a lot of the driving.
I’ve also been a lifelong people pleaser—something that served me in performance, therapy, pageants, and leadership… until it didn’t. Learning to speak honestly, disappoint people kindly, and still hold onto myself has been one of the hardest and most important lessons I’ve had to learn (and relearn).
Body image and self-doubt have followed me since adolescence. Growing up dancing and competing in pageants, I absorbed early messages about appearance and worth that were hard to shake. Now, in midlife, I find myself in a body that fits the cultural ideal less than ever—and I’ve finally found a road to peace that starts with mental work first. Body health matters, but it doesn’t lead anymore. I do. And that shift has been freeing.
When my mom got sick, I stepped into a role I wasn’t mature enough or ready for—but had no choice. That season of life cracked me wide open. I had to grow up fast, learning to navigate adult emotions in a teenager’s body. But it taught me empathy in a cellular way—because my mom didn’t choose her illness or the ripple effect it had on our family. That kind of empathy shaped my entire path and still informs the way I show up in my work and relationships.
No, it hasn’t been smooth—but I’ve come to see every struggle as a resilience builder. And even in the hard seasons, I’ve always known my life was full of privilege and beauty. My parents fought tooth and nail to give my brother and me everything we needed, even when there wasn’t much extra. I grew up knowing we were rich in love, resourcefulness, and grit. There is always someone somewhere with less, going through more—and I try to live into that truth with gratitude, minute by minute.
Life is still messy. But it’s mine. And I’m proud of the road I’ve walked to get here
Appreciate you sharing that. What should we know about Cassandra Pickett Coaching?
My business is grounded in one truth: high-achieving women shouldn’t have to fall apart in private just to hold it all together in public.
I work with ambitious, capable women who are often the glue in everyone else’s life—at work, at home, in their friendships—and yet quietly feel stretched thin, emotionally overloaded, or like they’ve lost a sense of themselves somewhere along the way. They’re successful on paper but often exhausted in real life.
I’m a licensed Marriage and Family Therapist (LMFT) with over a decade of clinical experience, and I still maintain a small therapy caseload. But today, my primary focus is on coaching high-achieving women who want clarity, peace, and emotional freedom—without burning their whole life down to get there.
What sets my coaching apart is that it’s built on a rock-solid foundation of clinical insight. I’m not just “motivating” women—I’m helping them safely explore emotional patterns, nervous system overload, boundary breakdowns, people-pleasing, and the deep stories that have shaped how they show up in the world. I’m a certified Clini-Coach™, which means I blend the relational depth of therapy with the strategic clarity of coaching. It’s forward-moving, but it doesn’t skip over the stuff that really matters.
I help women bring the confidence they have in the boardroom into the living room—and every other room they walk into. Through one-on-one coaching, group intensives, speaking, and my podcast Girl, You Good?, I create spaces where women feel seen, challenged, and deeply supported.
What I’m most proud of brand-wise is the authenticity at the heart of everything I do. I don’t offer surface-level solutions or performative empowerment. My brand is warm, honest, and rooted in the belief that success and self-trust can coexist. You don’t have to choose between thriving professionally and feeling whole personally. There is another way—and I’d love to help you find it.
We love surprises, fun facts and unexpected stories. Is there something you can share that might surprise us?
Honestly, how much fun I am. My work can be deep and emotionally charged, but I’m also extremely silly—I truly can’t turn the comedy off. I find humor in the chaos, and I’ll probably make you laugh in the middle of your breakthrough.
I’m quirky in the best way—I never know where my phone is, I ride a unicycle, and I’m equally obsessed with neuroscience and oracle cards. I’ve had homebirths, I cuss, I sing, I love Diet Coke and coffee, and I believe in the power of blending science with soul.
I’m an Enneagram 3, and I use the Enneagram deeply in my work. It’s not just a personality quiz—it’s a roadmap for growth, and when you work with me, you’ll see how powerful it really is.
I had childhood seizures, was the first girl in my family to go to college, and I hold the kind of friendships where we fold laundry while talking about our childhood wounds, career dreams, and the hard truths most people avoid. No small talk here—we go deep.
What holds it all together is that I’m deeply empathetic. I feel things intensely and hold space for others with both softness and strength. I’m both a clinician and a coach, spiritual and grounded, practical and woo. And I think that’s what makes this work so special—I hold complexity well, and I welcome all of yours too
Contact Info:
- Website: https://www.cassandrapickett.com
- Instagram: https://www.instagram.com/cassandrapickettcoaching
- Facebook: https://www.facebook.com/cassandrapickettcoaching
- LinkedIn: https://www.linkedin.com/in/cassandrapickett
- Youtube: https://www.youtube.com/@StrategizeThis
