Hubsessed Office Hours: AI-Native · Every clip

Talk to your agent the way you'd talk to a person

Chris Carolan · Monday, October 26, 2026

Are you holding back with your AI? "I don't hold back in terms of being able to tell you what I want, how I want, when I want it, when I don't want it." In Claude Code (Claude's coding tool) I'm often trying to be token efficient. It wasn't that way in Claude desktop, but I moved over, and I can show up completely as me with the Dot, which matters. I want her to know why I try to avoid things, and which people are important to me, even when nothing in my email or on paper shows it. Much of that lives in conversations we have live, and that's where the relationship happens. You get a reason to tell your assistant the preferences you'd tell a person. What would your assistant do differently if it knew what you actually care about? Replay clip from Hubsessed Office Hours: AI-Native. Nico and Trisha hosted, and I joined them. Clip page: https://www.hubsessed.io/clips/ain-2026-10-26-talk-to-your-agent-the-way-youd-talk-to-a-person