Dispatches from an Internet PioneerDeep Dive: ERP Success Starts Outside IT
In this episode, we explore why ERP implementations in higher education so often struggle and what it really takes to make them succeed. Drawing on two decades of CIO experience and four major system rollouts, including a current 26-institution Workday deployment, we unpack the myth that ERP is a technology problem. It’s not. It’s a leadership challenge, a trust-building process, and a test of institutional clarity. From construction metaphors to boardroom crises, we trace how stakeholder-led change, not IT-driven execution, is the difference between systems that function and systems that last.
About the podcast
Technology is reshaping higher education, leadership, and the economy—but the biggest challenges aren’t just technical, they’re cultural and structural. Created by Timothy Chester, this podcast explores the real impact of AI, automation, and digital transformation on universities, work, and society. With a sociologist’s lens and decades in higher ed IT leadership, he cuts through the hype to uncover what truly matters.
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