Alan Richardson • 7/20/2026

Testing Exercises for an AI Chat Bot

This article discusses testing strategies for AI chatbots, specifically using the Test Pages AI Shopping Cart Chat Bot as an example. It covers input/output testing, permissions and API restrictions, prompt control vulnerabilities, and techniques like prompt injection to bypass guardrails. The author demonstrates how AI can be manipulated using influence methods from hypnosis (pacing, matching, leading) and confusion. The article emphasizes treating chatbots like web apps while accounting for non-deterministic AI behavior, and highlights risks of system prompt exposure and unsafe guardrails.

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#prompt injection #ai testing #Rag