Caleb Griffin

The Apple Worldwide Developers Conference (WWDC26) kicks off June 8.

It's Tim Cook's last big event as CEO, and the company is expected to use the occasion to present a complete overhaul of Siri, the voice assistant that's been built into every iPhone since October 2011. Starting with iOS 27, Siri is expected to look a lot more like OpenAI's ChatGPT or Anthropic's Claude.

Some product categories are naturally fun to talk about (AI video, dev tools, design tools, consumer apps). People understand the product and get excited pretty quickly.

But then there are categories that are important, useful, and valuable, but historically kind of boring. Things like analytics, internal tools, compliance, finance, HR software, etc.

Last week one of our web pods restarted 11 times in 24 hours, and another restarted 9 times. The app worked, users were happy, and latency was fine. Our application logs had nothing to say about it, just gaps where a process used to be.

We spent a couple of days chasing the wrong thing. Then we found a Kubernetes default we d never thought to override, and the crash loop stopped.