Meet The Team
Greg Ellie’s life is a testament to resilience, tradition, and the pursuit of integrity. Born in Haiti to a family of entrepreneurs, his father was once the country’s largest banana exporter. However, political unrest forced the family to leave when Greg was three years old. They moved to Miami, where his father instilled in him a deep love for America and a belief in the opportunities it offered. His father’s declining health and eventual death during Greg’s college years solidified his determination to carry forward the family legacy.
An accomplished athlete, Greg passionately pursued tennis, earning a scholarship And playing in the minor leagues. However, the demands of providing for his growing family led him to leave his dreams of professional tennis behind. Instead, he balanced his roles as a tennis coach and a traveling minister alongside his wife, Marie. Greg eventually began a career in the insurance industry after a friend suggested he try it, and he realized what an impact he could make on his community by helping provide financial security. Greg established Prosperity Group Advisors and has been helping people change their lives for over 35 years. Through this journey, Greg’s faith and commitment to his family remained unwavering, even during immense challenges, such as navigating Marie’s cancer diagnosis in 2011. Her passing in 2016, after years of treatment, was both a heartbreak and a catalyst for Greg’s dedication to securing a legacy for their children.
Greg’s story is one of generational triumph. From the hardships of immigrant life to creating a secure future for his family, he embodies the spirit of perseverance. His son, also named Greg, continues the family tradition of resilience and faith, advancing the American success story his grandfather envisioned. Guided by a steadfast belief in God and the importance of family, Greg has turned trials into triumphs, building a legacy defined by integrity, love, and an unyielding pursuit
of purpose.
Jose Barajas
Client Relations Team
Jose Barajas has always been passionate about helping people find solutions for any situation. His 47-year career in customer service includes operating numerous “big box” stores, including Kmart, Lowes Home Improvement and Advanced Auto Parts. He enjoys working with others to bring out the best in them, adding to the overall betterment of the team. Jose’s dedication is undeniable, and he makes a wonderful addition to Prosperity Group.
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Heidi Caldwell
Medicare Specialist
Heidi is a dedicated Medicare Specialist, post-9/11 Army veteran, and passionate entrepreneur with a deep commitment to serving others. Inspired by her late mother, a hospice nurse, Heidi has been devoted to the senior community, volunteering as an activities director during her teenage years. She holds a degree in developmental psychology, a minor in parenting and child development, and brings extensive experience in pharmaceutical sales, nonprofit program management, and the healthcare industry.
Heidi’s approach to Medicare blends expertise with empathy, ensuring her clients feel supported throughout their healthcare journey. As a member of a local Baptist church, she brings compassion and a strong sense of service to all aspects of her life. Outside of work, Heidi enjoys spending time with her two teenagers, weightlifting, surfing at Folly Beach as an alumnus of the Warrior Surf Foundation, and hiking the Blue Ridge Mountains with her lab/pointer mix, Romeo.
Her passion for helping others, combined with her extensive experience and genuine care, makes her an invaluable resource for anyone navigating the often-complex world of Medicare.
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