Today on the AI Daily Brief, a conversation with Atlassians Mike Cannon Brooks about why context

matters, how AI moves outside of the chat window, and what separates the enterprise AI leaders.

The AI Daily Brief is a daily podcast and video about the most important news and discussions

in AI.

All right, friends, welcome back to the AI Daily Brief.

Today we are doing a bonus operators conversation in partnership with Atlassian around their Atlassian Team 26 event.

Now, at this point, most of you are probably familiar with Atlassian, or at least their software tools like Jira, Confluence, Trello, Loom, and Rovo.

Atlassian's products are used by more than 300,000 organizations, and for today's conversation,

I'm joined by Atlassian's co-founder and CEO, Mike Cannon Brooks. In this conversation, Mike speaks from both

sides of the AI transformation, Atlassian as a company adopting AI internally, and Atlassian as a

platform provider building the AI infrastructure and product experiences that other enterprises use.

And what I wanted to do in this conversation is get Mike's perspective both as the leader of a

company who is trying

to adopt AI internally, as well as a builder of tools and platforms who are helping productize

and bring AI to the rest of the world. We discuss why context is becoming a core layer of enterprise

AI, how agents, MCPs, CLIs, and headless tool use are changing the relationship between humans,

software, and digital teammates, the real factors constraining enterprise AI adoption, and why

Mike thinks 2026 is the year AI starts moving beyond chat and into more natural product

experiences. Now, since one of the big themes is the difference between teams using AI tools,

or on the other

end of the spectrum actually deeply collaborating with AI, I put together a fun little companion

quiz that you can find linked in the show notes, where you can answer a handful of questions

...