Drew Callihan

Background

About Drew Callihan

I am an IT Portfolio Manager with an MBA, a PMP certification, and a Certified Scrum Professional – ScrumMaster (CSP-SM) credential. I bring a unique balance of business acumen, governance expertise, and agile leadership to ensure technology portfolios deliver measurable business value. My focus is on aligning IT investments with organizational strategy, optimizing budgets and resources, and ensuring effective governance and risk management. I bridge the gap between executives, delivery teams, and stakeholders to drive successful outcomes across complex portfolios. Core Expertise • Portfolio & Program Management • Budget & Resource Optimization • Governance, Risk & Compliance • Vendor & Stakeholder Management • Agile & Digital Transformation Leadership I have successfully managed enterprise-wide initiatives spanning cloud migration, cybersecurity, ERP modernization, and infrastructure transformation. By combining structured portfolio governance with agile delivery practices, I enable organizations to maximize ROI, mitigate risks, and remain competitive in a rapidly changing technology landscape. I am passionate about using IT as a strategic enabler of growth and efficiency, while creating visibility and confidence for executive decision-making.