Building and evaluating conversational AI agents is complex, particularly when they must handle multi-turn dialogues, maintain context, and achieve specific goals. Traditional single-prompt evaluation methods are insufficient for these tasks, necessitating robust frameworks like PromptLayer. The text outlines best practices for creating and testing conversational AI, using an AI Secretary agent for medical office intake as an example. The process involves setting up systematic evaluations with realistic test data and using PromptLayer's conversation simulator to automate interactions, which are then assessed by LLM-as-Judge evaluations to determine success based on predefined criteria. These evaluations help identify areas for improvement, such as the AI’s ability to handle hesitant users, and offer insights for refining prompts and achieving higher success rates. Advanced techniques include multi-step goal tracking and conversation quality scoring, which can be integrated into continuous quality assurance processes for more sophisticated evaluation strategies.