Claude Cowork vs Copilot: A Practitioner’s Take
Running both Claude Cowork and Copilot daily in client environments. Here's what each actually does well... and where each falls flat.
My AI Minions Are Trying to Change My Life (I Did Not Ask for That)
My AI minions are great at their jobs. They are not great at knowing when to stop. A satirical look at what happens when your agents start giving you unsolicited life advice.
When AI Gets Too Good: Why Anthropic Won’t Release Its Most Powerful Model
Claude Mythos can find decades-old vulnerabilities and break containment. Here's what that means for your security posture and AI vendor trust.
The $30 Lie: What AI Really Costs – And Whether It’s Actually Making You Productive
AI costs far more than $30/user. I track my real spend at $6,875/month. Here's what IT leaders need to budget for AI and how to know if it's working.
Going Past Chatbots: What Copilot Can’t Do (Yet)
Native AI tools are impressive. They're also built for a world that doesn't match how MSPs actually work. Here's where custom solutions still earn their keep.
First Day Back from PTO: A Day in My Life as an MSP CIO
What does coming back from PTO look like when you're an MSP CIO with AI tools, automation workflows, and a teenager in tow? Coffee runs, Claude Code, Microsoft outages, and emotional support pizza stuffies.
Going Past Chatbots: The Connector Strategy
Most organizations built custom AI tools because the native options didn’t exist yet. Now ... Read more
California’s 2026 AI Laws: What IT Leaders Need to Know
California's new AI regulations effective January 1, 2026, hold businesses accountable for AI-related harm by eliminating the autonomous defense in lawsuits. Key laws cover training data disclosure, algorithmic pricing, and transparency requirements, impacting organizations of all sizes. This comprehensive framework demands compliance from AI developers and users while establishing penalties for violations.
AI vs. Automation: What Businesses Actually Need (Hint: It’s Usually Not What They’re Asking For)
There's a growing gap between what "AI implementation" has come to mean and what actually delivers value. When I dig into what would genuinely move the needle for most businesses, the answer almost always comes back to automation: eliminating manual steps, connecting disconnected systems, and removing repetitive work. The chatbot demo is exciting. The workflow that saves your team ten hours a week is more useful.
Receive the latest articles in your inbox
[insert e-mail subscription form]