Red Teaming LLM Applications: A Practical Assessment Workflow

Introduction Red teaming an LLM application is not the same thing as checking whether the base model passed a benchmark. The deployed application has prompts, retrieval, tools, business rules, memory, hidden context, and user workflows. Those layers create risks that do not exist in the foundation model alone. The course uses two demo applications: a banking assistant and an ebook store support bot. The useful pattern is not the specific brand names or prompts. The useful pattern is the assessment workflow: define scope, probe manually, automate repeatable checks, use scanners where they help, and connect successful attacks to real application impact. ...

May 8, 2026 · 6 min · Miguel Lameiro (lameiro0x)