Drew Callihan
IT Portfolio Manager | Strategic IT Leadership | Portfolio Governance, Budget & Resource Optimization | Driving Digital Transformation & Business Value
- Role
- Director Portfolio Management at Corpay
- Location
- Lexington, KY, US
- LinkedIn followers
- 500 followers
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.
Experience
Director Portfolio Management
Jul 2024 — Present · Lexington, KY
Education
Georgetown College
N/a, N/a
1997 — 1998
Murray State University
Master of Business Administration (M.B.A.), Finance and Marketing
2012 — 2016
Morehead State University
Business Administration, Finance
1998 — 2001
Skills
- Solution Selling
- Sales Presentations
- Managed Services
- Management
- Social Networking
- Vendor Management
- Unified Communications
- Customer Service
- Team Building
- Budgets
- Broadband
- Sales Process
- Business Process Improvement
- Customer Experience
- Selling
- Wireless
- Telephony
- Strategic Planning
- Lead Generation
- Voip
- Contract Negotiation
- Networking
- Consulting
- Social Media
- Marketing
- Time Management
- Business Development
- Direct Sales
- Leadership
- Customer Satisfaction
- Account Management
- New Business Development
- Customer Retention
- Training
- Microsoft Office
- M2m
- Sales Operations
- Sales
- Cold Calling
- B2b
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