Andrew A. MacGregor

IT Executive & Digital Transformation Leader

A strategic technology leader with over 15 years of experience delivering enterprise transformation, AI-driven innovation, and robust IT portfolio governance. I operate as the connective force between AI engineering, business strategy, and execution—translating vision into scalable roadmaps that balance technical rigor with governance, compliance, and measurable business outcomes.

Core Strengths

Enterprise Portfolio Governance

Directed $60M+ digital investment portfolios and implemented Strategic Portfolio Management (SPM) frameworks, driving 90% on-time, on-budget delivery for over 100 concurrent programs.

AI & Intelligent Automation

Led enterprise-wide AI and automation programs (RPA, NLP), achieving 90%+ adoption, saving over 400,000 labor hours, and generating $50M+ in measurable cost savings.

Strategic Planning & Execution

Defined and executed strategic planning frameworks that align IT initiatives with business goals, enabling clear cross-functional prioritization and investment clarity.

IT Financial Strategy

Managed IT budgets exceeding $40M, improving forecasting accuracy from 15% to 5% variance and delivering over $10M in cost avoidance through rigorous financial modeling.

Post-Merger Integration

Orchestrated complex post-merger IT integrations across finance, governance, and change management to ensure seamless operational continuity and alignment with strategic goals.

Team Development & Leadership

Built and led high-performing, cross-functional teams across PMO, TBM, AI/ML, and BI, fostering a culture of performance and developing internal talent pipelines.

Professional Experience

Sr Director, Digital Transformation Office - IT Operations & EPMO

05/2022 - Present

Smurfit Westrock | Atlanta, GA

Acting as de facto Chief of Staff to the CIO, directing a $60M+ digital portfolio that delivered $375M in revenue and saved 400K hours through AI, automation, and enterprise-wide transformation. Oversaw post-merger technology integration and scaled MLOps workflows.

Director, IT PMO

06/2020 - 03/2022

Americold Logistics LLC | Atlanta, GA

Led a global team to deliver 20+ IT projects annually across a $30M portfolio. Optimized financial forecasting, saved over $10M in cost avoidance, and automated reporting to be 50% faster, ensuring on-time, on-budget delivery across global programs.

Senior Director IT PMO, IT Governance & Business Intelligence

01/2013 - 03/2020

Interface Inc. | Atlanta, GA

Built and led global PMO, finance, and analytics teams managing a $40M+ IT portfolio. Improved project delivery by 25%, reduced costs by 40%, and enabled a 35% growth in data adoption by integrating BI, automation, and MLOps.

Additional experience includes technology management and consulting roles at KPMG LLP, Kodak Solutions for Business, and IBM Global Services.

Education

Master of Business Administration (MBA)

Strategic Consulting | General Management

Darden Business School of Management | University of Virginia, VA

Bachelor of Engineering (BE)

Electrical Engineering

Stevens Institute of Technology, NJ

Testimonials

"Andrew is a visionary leader who excels at translating complex technical strategies into actionable, value-driven results. His ability to align technology with business objectives is unparalleled."

- CIO, Fortune 500 Company

Additional testimonials from clients and colleagues are available upon request.

Let's Collaborate

I am passionate about leveraging technology to solve complex business challenges and drive growth. If you are looking for a partner to lead your next digital transformation initiative, I would be delighted to connect.

Contact Me