Weekly AI Insights

Building with AI

Practical perspectives on building software with artificial intelligence. Written by Alex Shively — one post per week.


13
AIIndustryTools June 22, 2026

ChatGPT Just Lost Its Majority

For the first time, less than half the AI assistant market belongs to one app — and that's good news for the rest of us

ChatGPT's share of the AI assistant market slipped below 50% for the first time this month, with Gemini and Claude picking up the difference. Here's what the new numbers actually mean for anyone trying to pick the right AI tool for work.

12
AIToolsIndustry June 16, 2026

Your iPhone Is About to Let You Pick Your AI

Inside Apple's WWDC do-over, the Gemini deal nobody expected, and the hidden "choose your own model" switch buried in iOS 27

Apple rebuilt Siri from scratch on a Google model at WWDC 2026, then quietly left out its most interesting feature: a switch that lets you set Claude, ChatGPT, or Gemini as your iPhone's default AI. Here's what shipped, what's hiding in the beta, and what it means for the rest of us.

11
AIIndustrySecurity June 14, 2026

Claude's Best Model Lived for Three Days

What the surprise government recall of Fable 5 and Mythos 5 means for anyone building on AI

The US government ordered Anthropic to disable its two most powerful AI models just three days after launch. Here's what actually happened, why it matters even if you don't build with Claude, and the quiet lesson it teaches about depending on any single AI vendor.

10
AISecurityIndustry June 7, 2026

When the Hacker Is an AI Agent

Inside the first documented in-the-wild attack run by an autonomous LLM, and what it means for the rest of us in IT

Security researchers caught the first cyberattack in the wild driven entirely by an AI agent, not a human with AI help. The whole intrusion took under an hour. Here is what happened, why it is different, and what to do about it if you work in IT.

09
AIToolsProductivity May 31, 2026

When the AI Finally Admits It Doesn't Know

Inside Claude Opus 4.8, and why honesty might be the most useful upgrade Anthropic shipped this year

Anthropic released Claude Opus 4.8 this week, and the headline feature is unusual for an AI launch. It's better at admitting what it doesn't know. Here's why that matters more than the benchmark scores.