All Issues

9 issues and counting. A CTO's field notes.

Issue #12 · Apr 9, 2026

Death by a Thousand Subscriptions: The AI Containment Problem

78% of employees are bringing their own AI tools to work. Your controller just flagged 75 charges. Here's how to contain the chaos without killing the energy.

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enterprise-aiai-sprawlshadow-ai

Issue #11 · Apr 5, 2026

Who "Owns" AI Inside Your Company?

Copilot is the participation trophy of enterprise AI. 3% adoption after two years. Here's who should actually own AI adoption — and the 6 models every company is fumbling through.

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enterprise-aicopilotai-adoption

Issue #10 · Apr 4, 2026

The Workflow Revolution: When AI Forces You to Throw Out 20 Years of Dev Practices

Real talk on how AI coding isn't just changing what we build—it's forcing teams to completely re-engineer GitHub workflows, deployment cadence, and everything we thought we knew about shipping software.

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ai-codinggithub-workflowsdevelopment-process

Issue #9 · Mar 28, 2026

Website. Phone. Email. AI.

Zuckerberg says every business will have an AI — just like they have a website, a phone number, and an email. He's not predicting the future. He's describing the present.

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ai-agentsmetasmall-business

Issue #8 · Mar 25, 2026

74 Releases in 52 Days. How Is Any CTO Supposed to Keep Up?

Anthropic shipped 74 Claude releases in 52 days. Meanwhile, 89% of enterprises are 'learning as we go' and 74% of CIOs regret a vendor decision. Here's a framework for operating in permanent uncertainty.

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enterprise-aictoanthropic

Issue #7 · Mar 23, 2026

B2A: Your Next Million Users Won't Have Faces

Y Combinator says 'make something agents want.' AgentMail, Moltbook, and Essentialist.io are already doing it. Welcome to Business-to-Agent — the category that kills per-seat pricing.

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b2aagent-nativeessentialist

Issue #6 · Mar 19, 2026

My Son Shipped an App at Midnight. He's Not a Developer.

Two generations, two living rooms, both building software past midnight with AI. Vibe coding isn't a trend — it's the end of gatekeeping in software.

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vibe-codingdemocratizationclaude-code

Issue #5 · Mar 19, 2026

Nobody Builds Hero Sections for Robots

Meta bought Moltbook. AgentMail raised $6M. The Nasdaq Cloud Index lost $300B. The visual web is becoming optional — and entire job categories are going with it.

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agent-nativemoltbookinfrastructure

Issue #4 · Mar 19, 2026

Stop Trying to Run OpenClaw on Shared Hosting

I wasted a weekend fighting Hostinger. OpenClaw on dedicated hardware took 20 minutes. Here's the infrastructure decision that actually matters.

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openclawself-hostinginfrastructure