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Bio

Reginald Hislop III is a Managing Director at Dark Alpha Capital, where he focuses on healthcare services and related industries. He supports investment sourcing, diligence, and execution while advising portfolio companies on strategy, operations, and growth. With over 30 years of leadership experience, he brings a unique blend of operational expertise and healthcare innovation to the firm’s investment team.

Before joining Dark Alpha Capital, Reginald served as CEO of multiple senior living and healthcare organizations, including Oakwood Lutheran Senior Ministries and Larksfield Place Retirement Communities. He also founded H2 Healthcare, a nationally recognized consultancy specializing in health policy, compliance, capital development, and M&A. Over his career, he has overseen more than $1B in financings, launched new service lines across healthcare organizations, and advised clients on transactions exceeding $200M in value.

Reginald differentiates himself through his ability to integrate healthcare delivery, finance, and technology. He is a patent-awarded developer of chronic disease management and telehealth systems, including an FDA-approved Class III medical device. A published author and widely read healthcare policy blogger, he continues to shape dialogue around health economics and innovation. At Dark Alpha Capital, he applies his experience to create disciplined, value-driven investment outcomes.

Education

  • B.S., Business Administration and Management, Marquette University

Affiliations

Reginald is an active healthcare thought leader, published author, and Executive Deal Advisor with Dealexec.