Hi, I’m Roslyn Thompson— Your Small Biz Cheerleader, Mindset Mentor, Cheerfulpreneur™, and the cheerful force behind Cheerfulpreneur Co.🌼

I'm dedicated to creating a world where every woman in business realises her full potential and builds a thriving business that lights them up!

I call this the Cheerfulpreneur™ way of working—ditching the old “shoulds” to create a business that feels expansive, energising, and deeply aligned with YOU.

From Corporate Hustle to Cheerfulpreneur™

After 25+ years in corporate leadership, my world shifted overnight when I lost my job as a General Manager due to the pandemic. I leapt into entrepreneurship, chasing the freedom and fulfillment I craved. But something still felt off. I was busy but not aligned, working hard but feeling stuck—held back by self-doubt, overwhelm, and overthinking.

My intuition was shouting, “You’re meant for more!” But I ignored it—until the universe turned up the volume.

Cue the wake-up call: debilitating anxiety, chronic headaches, and a blood pressure rollercoaster that eventually landed me in the emergency room. Doctors warned I was on the express train to a stroke or heart attack. My soul? It was waving a giant red flag and screaming, “ENOUGH!”

That moment cracked me open and changed everything.

Why I Do What I Do

I dove headfirst into a deep journey of mindset mastery, personal growth, self-connection, and strengthening my intuitive decision making. I ditched the “shoulds,” faced my fears, and created a new vision for my life—one rooted in purpose, alignment, and flow.

As I embraced my inner Brené Brown and began vulnerably sharing my story of my own transformation with fellow women in business, they saw themselves in my journey and reached out asking for mentorship. That’s when I realised—my story wasn’t just mine. It was a pathway to help others break free from the same fears and mindset struggles I had faced. Becoming a mindset coach wasn’t something I planned; it was a calling that found me.

My Guiding Star 🌟

Mindset and energy are the foundations for EVERYTHING in business. I’ve seen firsthand how mindset blocks—big or small—can weigh you down, making every step feel like a struggle.

I’ve always been a highly sensitive, intuitive empath—what some might call an “uplifter.” For as long as I can remember, I’ve had a knack for seeing the potential in others and helping them tap into it. Now, I channel that gift into empowering service-based small business owners like you to shed self-doubt, embrace clarity, and rise into their full potential with more ease, flow, and unstoppable confidence.

I created Cheerfulpreneur Co. with one mission: to help service-based small business owners build businesses that genuinely light them up and bring more cheerful, fulfilling days into their lives. The “Co.” is about the Conversations, Connections, Coaching, Compass, and Community that are at the heart of what I do.

Talking with entrepreneurs about their mindset struggles inspired me to develop an easy step-by-step coaching framework that helps release their fears, rediscover their confidence, and make energy shifts to align with their true potential, all within just 5 weeks.

What is a Cheerfulpreneur™?

A Cheerfulpreneur™ is someone who builds a business that lights them up from the inside out. It’s not just about running a thriving business—it’s about creating one that makes your soul do a happy dance! 💃

It’s about ditching the ‘shoulds’, clearing the self-doubt, and becoming your own biggest biz cheerleader. It’s creating a business you love, where every day feels purposeful, energised, and uniquely YOU.

As a Cheerfulpreneur™, you boldly step into your entrepreneurial potential, fuel your passion, and yes—grow your bank account—without sacrificing what makes you happy.

Journey to Your Most Cheerful, Confident Self

Through my life-changing 5 Week Coaching Experience - The Mindset Reset Roadmap,I offer a step-by-step roadmap to transform your mindset, harness intuitive decision making, and create unstoppable momentum in your biz. My approach blends deep mindset work with practical tools and a whole lot of cheerful, uplifting vibes.

When we work together, it’s like having your own personal cheerleader, mindset strategist, biz bestie and intuitive mentor wrapped into one. I see you. I get you. And I know you’re capable of so much more than you realise.

Ready to Start Your Cheerfulpreneur™ Journey?

If you’re ready to release the doubts, realign your vision, and rise into the entrepreneur you were born to be, the next step is to sign-up for my 5 Week Coaching Experience.Together, we’ll create a business that lights you up and brings more cheerful days your way.

Cheerful vibes + smiles 🌼

Roslyn