All work AI & security

Trail AI, Policy Generator

Omer Frank designed the Policy Generator in Trail AI, the flow security teams use to turn data-loss concerns into clear, testable policies (2024).

Client Trail Year 2024 Type Agent UX

Trail AI, Policy Generator is a flow for creating new data-loss-prevention policies in an AI-powered DLP platform. I designed the experience so security teams can translate messy, real-world concerns, don't let source code or customer data leak through AI tools, into clear, testable policies.

The flow combines natural-language input, reusable templates, and guardrail suggestions from the model, then previews how a policy would behave across different scenarios before it goes live. The result is a policy-creation experience that feels more like collaborating with an assistant than filling out a dense configuration form, while still giving teams precise control and auditability.

All 12 screens