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Jaina McGregor

Strategic Program Director

Technical Turnarounds

Strategic Insights

Practical observations on the intersection of leadership, technology, and operational efficiency.


The Strategic Translation Layer: Closing the Value Gap in Enterprise IT A Framework for Rescuing High-Stakes Technical Transformations.

Enterprise IT projects fail at a staggering rate—not due to a lack of technical talent, but due to a “Translation Gap” between executive vision and engineering reality.

Key Insights from the Paper:

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Many Program Directors manage via spreadsheet, but they cannot audit the reality of the work. Grounded in my background in Business Information Systems and my M.S. in Leadership, I believe that a leader who can read the code is a leader who can accurately assess risk.

The 3 Signs Your Project is at Risk:

  1. The “Status Green” Trap: Everything looks good on the dashboard, but the technical debt is mounting.
  2. Translation Loss: The C-Suite asks for a bridge; the developers are building a boat.
  3. Manual Over-Reliance: If your “automated” system requires four people to run it, it isn’t a system—it’s a liability.

The ERP Rescue Checklist

Before you fire your vendor or scrap your implementation, ask these three questions:


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