Jaina McGregor
Strategic Program Director
Technical Turnarounds
Professional Profile
I am a Strategic Program Director who specializes in rescuing stalled digital transformations. I connect technical infrastructure with enterprise goals, ensuring that complex IT projects deliver actual business value.
Core Competencies
- Strategic Turnarounds: Rescuing stalled ERP implementations and digital transformations.
- Executive Translation: Speaking both “Developer” and “C-Suite” to align diverse stakeholders.
- Technical Pedigree: A background in code (active since 2015) that grounds strategy in reality.
Selected Engagements
Stabilizing Mission-Critical ERP Workflows
- The Problem: A major municipal government struggled with inefficiencies in their PeopleSoft Learning Management modules, facing high incident rates and regression risks.
- The Strategy: Acted as the translation layer between technical vendors and functional stakeholders, leading requirements scoping and execution of regression testing.
- The Result: Delivered stable, optimized workflows for city-wide use, reducing production errors and ensuring zero operational downtime during patching.
Eliminating Manual Labor with Python Automation
- The Problem: A client’s lead generation and routing process was entirely manual, creating bottlenecks and lost revenue due to slow response times.
- The Strategy: Designed and deployed a custom Python application integrated with Twilio to automatically log, filter, and route incoming calls.
- The Result: Transformed a high-touch process into a fully autonomous system, reducing administrative overhead by 90% and ensuring instant lead capture.
Aligning C-Suite Vision with Technical Reality
- The Problem: A complex IT project was stalling because the development team’s output didn’t match the executive board’s strategic goals.
- The Strategy: Leveraged a strategic technical audit to map the development roadmap against business KPIs and facilitate realignment.
- The Result: Rescued the project from scope creep, providing a clear path forward that satisfied both technical constraints and business requirements.
What Stakeholders Say
“Jaina is great at solving problems—both technical and customer oriented… She has the ability to maintain and promote a professional standard… Jaina is exceptional at what she does.”
— Tessa Schaffer, P.E.
Environmental Engineer, Oregon State University
“Jaina displayed outstanding knowledge of the business… and generated artifacts far exceeding my expectations… She is well-spoken and articulate; exemplifying highly-desired qualities.”
— James Rosensteel
Senior Business Analyst, Blizzard Entertainment
“She was able to take on project management tasks within the team, assisting in coordinating and communicating directly with multiple development teams in various company-wide IT improvement efforts.”
— Stanley Fu
IT Manager, Blizzard Entertainment