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Your AI roadmap can be flawless and still fail for one simple reason: the work your company does every day is not the work your documentation claims it does. We dig into the “context gap” that quietly derails enterprise AI, agentic automation, and large digital transformation programs, even when the tech is solid and the pilot demo looks amazing.
We talk with Michael Schank, a longtime financial services technologist and transformation leader, about what he’s seen across Accenture, Bank of America, and large-scale enterprise change efforts. The core idea is blunt: AI doesn’t fail because it’s immature, it fails because it lacks operational context. When processes are misaligned, undocumented, or living in people’s heads, AI systems make confident decisions on incomplete or contradictory information, creating real business risk, regulatory exposure, and expensive rework.
From there, we get practical. Michael breaks down how to build operational alignment using a process taxonomy anchored to the organizational hierarchy, then how to turn that into a Digital Twin of the Organization (DTO): a living model of how the business runs, connected to systems, risk and controls, HR roles, SOPs, and performance metrics. We also cover why governance is non-negotiable, how to keep the model current through the SDLC and periodic attestations, and how this foundation can reduce ERP transformation risk, speed up risk assessments, and improve operational resilience work like DORA readiness.
If you’re trying to scale AI beyond pilots, tighten risk and compliance, or finally get a transformation program to land cleanly, this one will change how you think about “readiness.” Subscribe, share with a leader who owns AI delivery, and leave a review with the biggest context gap you see in your organization.
Michael Schank LinkedIn: https://www.linkedin.com/in/michael-schank/
InsightTwin website: https://insighttwin.com/
Amazon Books Page: https://www.amazon.com/stores/author/B0CLBZB5HS
Download (PDF Ebook) "The Evolution Of Digital Transformation By Jim Kunkle" Here: https://drive.google.com/file/d/1z1NjoP7SMs3w7hwXVHT6mVc3--RNrD_1/view?usp=share_link
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