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Eric Crawford

Founding Member of HoldStrat

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Leadership & Speaker Queries


Eric Crawford is the founding partner of HoldStrat, a Tampa-based financial holdings firm focused on disciplined, technology-enabled investments.


A former Vice President at Microsoft and two-time Amazon bestselling author, Eric brings over two decades of leadership experience at the intersection of technology, strategy, and capital allocation.


During his tenure at Microsoft, Eric consistently ranked in the top percentile of leadership performance, and was recognized for exceeding revenue targets while leading teams at the forefront of AI, cloud computing, and emerging technologies. His work centered on helping enterprises harness transformative systems that continue to reshape industries including healthcare, agriculture, and finance.


Today, Eric leads HoldStrat’s investment philosophy — pursuing disciplined, cautiously optimistic opportunities aligned with the firm’s risk profile and operational expertise. Beyond capital deployment, HoldStrat focuses on value creation across industries where technology enablement, operational improvement, and scalable sales growth can create a competitive edge.


Eric is equally committed to principled leadership. Guided by Matthew 25:21 and a belief in faithful stewardship, he views capital not merely as a tool for return, but as a responsibility — to invest wisely, grow sustainably, and create meaningful impact for customers, partners, and shareholders.


Believing that leadership benefits from continual refinement, Eric invests in ongoing executive development, having completed Harvard Law School’s Program on Negotiation and continuing advanced study in emerging digital growth strategy through the University of Tennessee to stay ahead of evolving market dynamics.


Eric speaks nationally at corporate events, faith-based gatherings, and industry conferences, where he shares insights on technology transformation, and values-based leadership.


Outside of business, he remains active in philanthropic and community initiatives, and previously served as Chairperson of the Wesley Foundation at the University of South Florida.

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