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Latest / Business Brain – The Entrepreneurs’ Podcast

FridAI - Cowork vs Chat and $10k to Claude

In this episode of Business Brain, we get into when to stop using chat and move to Cowork. Chat is a great place to start — it’s just not where we should live. Dave’s signals: more than five back-and-forths, or constantly pasting in screenshots, log files, and PDFs. That’s the tell. Point Cowork at the folder instead and stop copying and pasting. His trick is to ask the chat directly whether it’s time to move, and to have it write the handoff prompt for the Cowork session, since Cowork doesn’t inherit the full context. Flip the default: assume you’re going…

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