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AI & Automation

Managing AI Agents: The Career Skill Nobody’s Teaching Yet

January 31, 2026 by Chris Bollerud

Control panel with adjustment knobs, gauges, and status indicators representing careful system oversight

Most management training teaches you to motivate, coach, and develop people. But your next “direct report” might be an AI agent, and everything you learned about managing humans will steer you wrong. AI agents are entering the workforce faster than organizations can adapt. They book meetings, draft documents, process requests, and increasingly take autonomous action. […]

Stop Calling Everything AI

January 25, 2026 by Chris Bollerud

A craftsman's wooden workbench with tools arranged left to right from simple to complex, showing worn hand tools, precise instruments, and modern power tools under warm lighting.

A Cost-Based Guide to Choosing the Right Approach We talk about “AI” as if it were a single thing. It isn’t. A rules engine, a fraud model, and a large language model all get labeled AI, yet they differ radically in cost, risk, predictability, and governance. Treating them as interchangeable is how organizations end up […]

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Culture to Customer

Great organizations build great products. Engineering culture, security leadership, and software design connect to create teams that deliver real value. Lessons from two decades of building and leading technical organizations.

About Chris Bollerud

Recent Posts

  • The Single Wringable Neck: Why Your RACI Is Putting Accountability in the Wrong Place
  • Managing AI Agents: The Career Skill Nobody’s Teaching Yet
  • Stop Calling Everything AI
  • The Myth of the Intuitive Interface
  • The Hidden Tax of Bad Architecture

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