Your firewall didn’t stop this

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Yesterday we announced our cheese certification. If you missed it, click here and prepare to be confused. If you didn't miss it, you already know what happens when we have too much fun on April 1st.

Anyway, back to AI security:

A lot of organizations blocked ChatGPT at the network level months ago.

Employees are still using AI every single day.

Here's what IT doesn't see:

Grammarly has 30 million browser installations. It added GPT-powered features in an update. Employees who installed it three years ago for spell-check now have an AI writing assistant processing every email, every document, every Slack message.

Notion added Notion AI. Slack added Slack AI. Zoom added AI Companion. Microsoft added Copilot to 365.

Nobody asked permission. Nobody reviewed data handling policies. The tools just got smarter.

Then there are the tools IT never knew about:

Mobile apps on personal phones. Browser extensions. Hundreds of ChatGPT Chrome extensions, each with different data handling policies.

Blocking ChatGPT.com at the network level stops exactly one website.

Here's why this matters to you:

You're responsible for data security. But you can't secure what you can't see.

Traditional security assumes you know what tools are in use. You maintain approved software lists. You monitor network traffic. You control endpoints.

That assumption is dead.

When there's a data breach involving proprietary information that showed up in an AI model's responses, you'll be asked how it happened.

"We blocked ChatGPT" won't be enough.

The data didn't leak through ChatGPT. It leaked through Grammarly proofreading an executive's draft board presentation. Or Notion AI summarizing a product roadmap. Or a mobile app someone used during lunch.

You can't block your way out of this.

Employees need AI to stay competitive. If you don't provide approved tools with proper data controls, they'll use whatever they can find.

And they won't tell you about it.

What actually works:

Get visibility into what AI tools are already in use. Not through blocking and monitoring, but through honest conversations about what people need.

Provide approved alternatives with proper data isolation. Enterprise versions with real data protection guarantees.

Make enforceable policies. "Don't use AI" is unenforceable. "Use these specific tools for these specific tasks" works.

If you want to learn how to build AI governance programs that work in this reality:

AAISM is the first certification focused entirely on AI security management. It covers how to assess AI tools across your organization, build governance frameworks that acknowledge employees will use AI whether you approve or not, and implement controls when traditional perimeter security doesn't exist.

Our next AAISM Bootcamp runs May 11-13, 2026. Three days with Joseph Zefrani covering everything ISACA tests. You get a full year of access to all course materials, plus four implementation tools for real-world AI security work.

Enroll before April 19 and save $300.

Learn more and enroll

Stay secure,
The DestCert Team

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