Dispatches from an Internet Pioneer
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.
Episodes (54)
Deep Drive: Governance vs Stewardship
Deep Dive: The AI Officer Illusion
Deep Dive: Building Teams to Last
Deep Dive: The Hidden Logic of Bureaucracy
The Rise and Risk of Remote Work in the Age of GenAI
Why Apple and Google Lead the AI Race
What Survived the AI Hype: Lessons from 2035
When Silence Signals Trouble
Climbing and Calming the Negotiation Ladder
Why Simplicity Wins: Lessons from SpaceX and the Drift Into Complexity
Deep Dive: Leading Without Surprise
Five Pillars for Sustainable Everyday AI in Higher Ed
Deep Dive: When Hype Collides with Reality
Negotiating in the Age of Extremes
Queue Time, Flow Management, and the True Path to Productivity
Who Should the CIO Report To? Power, Structure, and the Ideal Leadership Model
Deep Dive: Negotiation Styles
Deep Dive: The Power of Strategic Restraint in Leadership
Deep Dive: The VMware Dilemma
Deep Dive: Hiring for the Long Game
Deep Dive: Why ERP Implementations Fail
Shadow IT and the Illusion of Innovation
Deep Dive: The Negotiation Escalation Ladder
Deep Dive: Storm Scars and Bright Skies
Deep Dive: Negotiation and CIO Credibility
Deep Dive: Orchestrating AI-Infused Research
Deep Drive: ERP and Lifelong Leadership Lessons
Deep Dive: What Makes Professors Great
Deep Dive: ERP Success Starts Outside IT
Deep Dive: Sweating the Details Together
Deep Dive: The Ideal CIO
Deep Dive: The Power of Silence in Negotiation
Deep Dive: Mandela's Legacy of Leadership
Deep Dive: The Hidden World of Shadow AI
Deep Dive: The Case for Paper and Pen
Deep Dive: AI and Jobs—What Actually Changes
Deep Dive: Seeing How College Pays Off
Deep Dive: The GenAI Build-it Trap
Deep Dive: Edge, Leverage, and Trust
Deep Dive: Staying in the Room
Deep Dive: Cutting that Gordian Knot
Deep Dive: Being Cautious vs Driving Change
Deep Dive: Who’s Really Winning the Everyday AI race in Higher Ed?
Deep Dive: The AI-Infused University
Deep Dive: Leading Through Higher Ed’s Fourth Crisis
Deep Dive: GenAI, Copyright, and Global Competition
Deep Dive: Rethinking Scale in the Era of Vendor Lock-In
Deep Drive: How Tech Disrupted Trust
Deep Dive: The Quiet Work of Great Leaders
Deep Dive: Understanding and Countering Extreme Anchors
Deep Dive: GenAI and the Economic Revolution of Work
Deep Drive: The Hidden Memory of Generative AI
Deep Dive: The Case for Low-Code Everyday AI in Higher Ed