Odd Lots · Monday, July 20, 2026
Boris Cherney shares an example of how Claude Code is evolving from a reactive tool to a proactive collaborator. In a Slack feedback channel, Claude spontaneously analyzed user confusion around audio icons, provided data insights, and even mocked up design alternatives. This proactive engagement, he suggests, is indicative of future AI interactions feeling more like a coworker than a tool.
“And so what happens is quad tag jumped in to the conversation. I didn't ask it. It just kind of noticed this thread and I jumped in and it responded and I asked it to dig in and it found data about how often people use each of these buttons, and it created across two data sources.”
“I asked to okay, can you make some designs? And it reacted with a little like art emoji, and then it went in and it mocked up some alternatives. So QUAD threw this. So like when we talk about visual interfaces, I this is kind of what comes to mind.”
“Is now Quad as part of the conversation. It proactively jumps in. Then I tagged in our designer, and you know, she jumped in, and now it's this like a multiplayer conversation. Everyone's participating.”