The JonFreitas Team

Smiling man in a suit with a patterned shirt, standing in front of wooden doors.

Aloha, I’m Jonathan Freitas.

My journey has taken me across industries, islands, and continents—but my heart remains deeply rooted in Hawai‘i. Born into a lineage that spans North and South Hawai‘i Island and O‘ahu, I carry the wisdom of my kūpuna and the values of my homeland into everything I do.

After graduating from Kamehameha Schools in 1988, I headed to the Pacific Northwest, earning my degree from Seattle University. My early career began in education, teaching Hawaiian Studies before stepping into a leadership role that would shape my coaching philosophy—serving as a dorm advisor for young men, guiding them through life skills, independence, and communal living. Imagine living with 48 young men while leading a team of four staff members—I quickly learned the power of mentorship, influence, and creating a thriving environment where people feel seen, heard, and empowered.

  • Over the years, I built and led businesses in the medical, financial, and food industries—each one teaching me invaluable lessons about people, resilience, and the evolving nature of success:

    🌿 Medicine taught me that transformation—whether physical, emotional, or professional—requires patience, intention, and the right guidance.

    💰 Finance revealed the power of mindset—how our beliefs about money shape our reality, and how fear often holds us back from true abundance.

    🍽️ Food taught me about connection—the way we nourish ourselves impacts not just our bodies but our relationships, energy, and ability to show up fully in life.

    Each venture gave me a unique lens into leadership and human potential, reinforcing one key truth: People are far more powerful than they realize—they just need the right guide to help them step into it.

  • In 2000, I launched a beauty business, thinking it was just another entrepreneurial venture. Little did I know, it would catapult me to the top of the nation’s beauty industry—I personally sold more makeup than anyone in the U.S.

    This success didn’t just change my finances—it transformed my understanding of why people struggle to reach their highest potential. As people saw my success, they started asking:

    💬 “How did you do it?”
    💬 “Can you help me?”
    💬 “How do I get unstuck?”

    That’s when my coaching journey truly began.

    By 2010, I was mentoring entrepreneurs, leaders, and high achievers—helping them break through their limitations, rediscover confidence, and build lives and businesses aligned with their values. I learned that strategy alone isn’t enough—mindset, self-worth, and clarity are just as essential to success.

  • Today, I specialize in Personal & Professional Transformation Coaching, guiding individuals who are ready to take bold steps toward rediscovering themselves, stepping into leadership, and creating a life that aligns with their values.

    My ideal clients?

    ✔️ Those who put others first, having spent years prioritizing family or career, but now feel a deep pull to reclaim who they are.

    ✔️ Entrepreneurs or leaders who want to break through imposter syndrome, doubt, and hesitation to step into their next chapter with confidence.

    ✔️ Those who value connection, purpose, and authenticity over quick fixes and surface-level success.

    ✔️ Those who want clarity, strategy, and accountability—not just motivation, but real tools to create lasting transformation.

    The North Star of My Coaching

    In Hawaiian culture, wayfinding is the art of navigation—using the stars, winds, and ocean currents to find your path. My coaching is built on that same principle.

    I help you navigate uncertainty, self-doubt, and those moments when you feel "stuck," so you can move forward with clarity, confidence, and alignment.

You already have the answers inside of you. I just help you see the map more clearly.

If you’re ready to move from uncertainty to action, doubt to confidence, and frustration to fulfillment, let’s connect.

You are more powerful than you can possibly imagine. Let’s rediscover it—together.

Contact us

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