This research presentation describes the design and development of an AI chatbot–agent built from scratch to support teaching and learning in personal branding and career readiness. The system uses a real job posting provided by the user to analyze and evaluate key professional assets, including the elevator pitch, résumé, and LinkedIn profile.The chatbot–agent assigns structured scores to each component based on job-specific criteria and provides targeted feedback to help users iteratively improve their alignment with the role. Beyond enhancing personal branding outcomes, the system is intentionally designed as a learning tool that exposes students to the principles of building AI chatbots and agents