Michael DelGiacco: Visionary CFO and Healthcare Entrepreneur

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“Leading with purpose, scaling with strategy, and empowering through integrity.”

Michael DelGiacco is a distinguished financial and operational executive whose career spans more than three decades, with twenty years in corporate CFO roles and over a decade as a serial entrepreneur in healthcare and finance. From the structured rigor of General Electric’s executive training programs to founding high-impact wellness and behavioral health ventures in the Caribbean, Mike’s journey has been marked by visionary leadership, strategic insight, and a steadfast commitment to measurable results. His ability to bridge complex financial systems with human-centered care has positioned him as a trusted leader in healthcare, fintech, and private equity circles alike.

Mike began his career in the elite GE Financial Management Program and Corporate Audit Staff, one of the most competitive executive development platforms in global industry. There, he led initiatives across GE’s vast industrial and financial services portfolio, building a deep foundation in operational efficiency, internal controls, and performance management. The experience instilled in him a data-driven mindset and a passion for transformation—both of which have defined his subsequent leadership roles.

Following his GE tenure, Mike transitioned to the fast-paced world of financial services and fintech, serving as Director of Financial Planning & Analysis at Liquidnet, a New York-based electronic trading platform. At Liquidnet, he played a pivotal role in preparing the company for IPO, building robust financial processes that supported long-term strategic growth. His contributions reinforced the power of financial clarity in scaling tech-enabled enterprises and marked the beginning of his impact in venture-oriented environments.

Mike’s expertise deepened during his tenure as CFO of Lending at Ocwen Financial Corporation, a top non-bank mortgage provider, where he oversaw strategic financial planning, restructuring initiatives, and M&A efforts across consumer lending and mortgage operations. He later served as SVP of Finance at DFC Global Corp., where he helped drive a sponsor-backed turnaround in global consumer lending. These roles allowed him to combine rigorous financial oversight with operational agility—an invaluable skillset that became central to his entrepreneurial journey.

In 2017, Mike shifted his focus to the healthcare sector, bringing his financial acumen to underserved communities in the U.S. Virgin Islands. As CFO of St. Thomas and St. Croix Cancer Specialists, he led financial strategy for the region’s leading oncology and hematology provider. His approach integrated cost-effective care delivery with scalable financial operations, enhancing both clinical outcomes and business performance. This role catalyzed his broader mission to merge wellness, access, and innovation in healthcare.

That mission took shape through Prospect Hill Recovery & Wellness Center, which Mike co-founded in 2022. Positioned as a premier destination for behavioral health and addiction recovery, Prospect Hill delivers personalized, holistic treatment in a luxury setting. Mike’s operational vision, coupled with his strategic leadership, has made Prospect Hill a model for integrated mental health care in the Caribbean. He also owns Beeston Hill Health and Wellness, a multidisciplinary facility offering physical therapy, chiropractic care, and fitness services on St. Croix.

As a General Partner at Twin City Capital, Mike applies his extensive experience in private equity and venture capital to support emerging projects in Puerto Rico and the U.S. Virgin Islands. His focus lies in building partnerships, driving investment readiness, and mentoring leadership teams to scale sustainably. He is particularly drawn to opportunities that balance financial return with social impact—a reflection of his dual identity as a results-oriented CFO and values-driven entrepreneur.

Beyond his professional accomplishments, Mike is a passionate advocate for youth empowerment and international development. He has served on nonprofit boards for over 18 years, including Agahozo-Shalom Youth Village and See Far Housing in Rwanda. His commitment to mental health, education, and community development extends globally and reinforces his belief in business as a vehicle for social progress.

Mike holds a BA in Economics from Emory University and is a certified Six Sigma Black Belt—credentials that reflect both intellectual rigor and a commitment to continuous improvement. He is active in executive peer groups, financial leadership forums, and operational strategy networks, where he contributes insights drawn from years of cross-industry experience. Fluent in the language of finance, but grounded in people-first principles, Mike embodies the rare balance of strategic foresight and empathetic leadership.

Above all, Mike leads with integrity. Whether scaling healthcare ventures, advising fintech founders, or transforming financial operations in global organizations, his north star remains clear: drive impact, empower people, and build systems that last. With a global outlook, a flexible mindset, and an unwavering sense of purpose, Mike DelGiacco continues to shape the future of business through both excellence and heart.

Character:
Mike exemplifies character through his unwavering commitment to mission-driven leadership and ethical decision-making. He consistently chooses long-term value creation over short-term gains, guiding his teams with transparency and trust. His involvement in nonprofit boards and community development further highlights his dedication to impact beyond the balance sheet.

Knowledge:
A graduate of Emory University and a GE-trained executive, Mike has cultivated deep expertise in finance, healthcare, venture capital, and operational strategy. His work spans continents and industries, allowing him to apply analytical rigor and nuanced insight across diverse environments. He is known for connecting macroeconomic trends to operational levers that drive performance.

Strategic:
Mike’s strategic thinking has enabled him to transform underperforming operations, scale emerging ventures, and guide organizations through pivotal growth phases. He is adept at aligning financial models with business vision, ensuring that strategy and execution work in harmony. His work in both corporate and entrepreneurial settings showcases his agility in navigating complex, fast-changing landscapes.

Communication:
A compelling communicator, Mike excels at aligning stakeholders around a shared vision—whether in boardrooms, investor meetings, or nonprofit planning sessions. He simplifies complex ideas without losing substance, ensuring clarity and direction at every level of the organization. His approachable style and mentorship focus also make him a trusted advisor and team builder.

https://prospecthillrecovery.com/

https://twincityfund.com

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Kacey Card
Kacey Cardhttps://boardsi.com
Kacey Card is an accomplished editor at Leadafi, bringing a keen eye for detail and a passion for storytelling to the team. He holds a Bachelor of Arts in Communication and Media Studies from the University of Hawaii at Manoa, where he graduated with a 3.8 GPA. Kacey has honed his skills in content creation, editing, and digital media, ensuring that every piece of content meets the highest standards of quality and engagement. At Leadafi, he is dedicated to crafting compelling narratives that resonate with readers and drive the publication's mission forward. His commitment to excellence and innovative approach to editing make him an invaluable asset to the team.