AI companies like OpenAI and Google are racing to integrate shopping agents into chatbots, promising seamless ecommerce experiences, but technical and trust hurdles are slowing progress. As partnerships with retailers like Walmart and Etsy take shape, executives reveal the delicate balance of data sharing, error prevention, and revenue models holding back full automation. This holiday season, consumers might get a taste of AI-assisted shopping, but true agentic autonomy remains on the horizon.