Dispatches from an Internet Pioneer
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The AI Phantom Menace
The frontier laboratories are entering university research fields. Faculty and staff need guidance about what knowledge they place in those systems.
Sep 22
•
Timothy Chester
2
1
More Than the Loudest Story
Why CIOs need a shared account of how the institution experiences technology.
Sep 15
•
Timothy Chester
4
Separated Siblings, Reunited
An open letter to the boards of EDUCAUSE and Internet2 from a member of the generation that helped higher education put the Internet to work.
Sep 8
•
Timothy Chester
3
1
1
Does Your ERP Project Need a Star Quarterback?
Why universities should purchase implementation expertise while keeping leadership with those who hold the institution’s trust.
Sep 1
•
Timothy Chester
7
2
August 2026
Lou Mannheim on AI Credit Risk
What hidden debt, private doubt, and disciplined suppliers can teach higher education.
Aug 25
•
Timothy Chester
5
1
1
AI Governance Is a Human Judgment Problem
A practical framework for personal AI, institutional protection, and taking Microsoft Copilot seriously again.
Aug 18
•
Timothy Chester
11
3
3
The Director of Central Computing
Managing the central IT organization is a real job. Governing technology across a research university is a different one.
Aug 11
•
Timothy Chester
14
1
Requestor Name Goes Here (Requestor Department Goes Here)
Why a requirement attached to a department instead of a person becomes an ERP risk no one can negotiate.
Aug 4
•
Timothy Chester
7
2
June 2026
Apple Just Settled One Question. Microsoft Opened the Other.
A week of announcements has clarified where everyday AI best lives. The institutional contest is just beginning.
Jun 15
•
Timothy Chester
2
2
1
May 2026
What the Work Has Been Arguing
A reader's guide to the ideas and arguments I keep returning to.
May 25
•
Timothy Chester
Recap: The Canvas Breach Is Not a Tools Problem
Resilience to a SaaS event is built through leadership practice, not procured through another platform.
May 9
•
Timothy Chester
8
1
Certain About Everything, Agreed on Nothing
What three decades of technology did to our capacity for productive disagreement, and what skilled leaders can still do about it.
May 5
•
Timothy Chester
2
2
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