Monday, March 31, 2025

Perspective | What I Learned Sitting with CEO Self Coaching

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Poetry and Pie: A Celebration of National Poetry Month,  Community, and Tradition 

This April, poetry enthusiasts and lovers of fine pastry will gather in Florence, Massachusetts for an evening of storytelling, lyrical expression, and community conversation over a slice of pie. As part of the Florence Poetry Carnival, “Poetry and Pie” will be the central event of 2025, promising a vibrant fusion of literary performance and communal engagement.
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There are interviews, and then there are encounters that stay with you. My recent conversation with Harold “CEO Self” Chisolm and Judyya “Juice” Chisolm, the power couple behind CEO Self Coaching, was the latter. It was not just a sit-down about music or entrepreneurship. It was a layered dialogue about purpose, presence, and what it truly takes to survive and thrive as an independent artist.

From the moment they began speaking, I could feel the depth of their commitment. Not just to the craft of music, but to the people behind the music. They spoke not like industry professionals trying to sell a product, but like guardians of a sacred space, fiercely protective of creatives who often have nowhere to turn once the lights go out and the applause fades. Their language was sharp but compassionate, direct but never dismissive. They do not waste time with fluff. They deal in truth.

I was struck by their balance. Harold, warm and thoughtful, offered reassurance and encouragement. Juice, razor-sharp and unapologetically firm, held artists accountable to their own dreams. It is a dynamic that works. It commands respect. It makes sense why artists from across the country turn to them not just for advice, but for alignment.

What moved me most was their transparency around tragedy. They lost a close business partner to suicide, a devastating moment that became the catalyst for reimagining their coaching work as a form of healing, not just hustle. That loss still echoes in how they speak, how they teach, and how they love on their community. They chose to pour that pain into purpose. And that choice is saving lives.

CEO Self Coaching is not about shortcuts or clout. It is about building an ecosystem where mindset meets music and business meets wellness. It is about shifting from survival mode to self-mastery. They are not trying to make you famous. They are trying to help you become whole.

In an era full of overnight experts and pay-to-play promises, Harold and Judyya stand firm in what they offer. Clarity, consistency, and care. That is rare. That is revolutionary. And after speaking with them, I left not just impressed, but inspired.

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