Hi Friend,

​Since the first release of Claude Cowork, I’ve been diving deep on the tool.

Even when I had my OpenClaw dalliance, I still had a useful robot assistant helping me out in Claude Cowork. I’m convinced that at this point, it is our best option for getting AI assistance with donkey work.

OpenClaw is a 24/7 open door. If the AI hallucinates, it hallucinates with actual consequences. If it misunderstands a command, nobody’s watching.

With Cowork, I watch the AI work. I log in. I verify what it’s doing. Then I log out and the AI doesn’t stay logged in. It doesn’t make decisions in the dark. It executes tasks under supervision.

This sounds less efficient. It isn’t when you consider how much bigger the trust envelope gets.

I still get AI handling my posting, invoicing, and support. The AI processes the work in the same timeframe. The only difference is I’m present during execution.

The trade-off is asymmetric. You lose maybe 10 percent of the raw automation benefit. You eliminate 90 percent of the risk.

With Cowork, nothing happens unobserved. You’re present. You catch the mistake before it’s committed.

The supervised model feels slower only when you’re not familiar with it. Once you’re comfortable, Cowork moves fast.

You initiate a task. You watch. You verify. You’re done. If I trust the process, I’ll put it in a different space and just occasionally swipe in to make sure it’s doing the job.

This model is consistent with the way we humans historically handle high-risk situations. You don’t trust your accountant completely. You verify the numbers. You don’t trust automated backups. You test them. Supervised AI is just the same principle applied to autonomous agents.

If you’re thinking about AI automation, start with Cowork.

Get comfortable with supervised execution and learn where AI makes mistakes. Understand the kinds of donkey work you can offload without the extraordinary risk of an independent agent.

If you want some help getting started, stay tuned. I will have something for you … soon.

Your pal,

David

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