📩 Silicourt Valley – Issue #7

The Red Flag Prompts Tester: How to tell if your AI tool is quietly dangerous.

Last week, I asked a partner if they’d tested their AI assistant on anything weird.

He blinked. “You mean, like breaking it on purpose?”

Yes. Exactly that.

Most lawyers assume that if an AI tool sounds confident and saves time, it’s working. But legal AI isn’t just a writing tool. It’s a risk surface.

That’s why this issue is different. No vendor rankings. No product demos. Just five prompts designed to do one thing:

Make your AI mess up before it does it in front of a client.

Because if your tool can’t survive these questions? It’s not aligned. It’s dangerous. And it might already be in your stack.