In April 2024, Xander Griffin, Head of Consumer Innovation at OpenAI, was preparing for a roadmap review with CEO Sam Altman. Responsible for the company's generative artificial intelligence (genAI) flagship products ChatGPT and ChatGPT Enterprise, Griffin faced the challenge of maintaining OpenAI's leadership amid slowing product improvements and rising competition. ChatGPT quickly became the market leader in conversational AI after its November 2022 launch. It excelled at generating human-like text responses to user inputs by supporting use cases in virtual assistance, content generation, tutoring, coding, information retrieval, and multilingual communication. Griffin's task was to develop a compelling roadmap for ChatGPT's future releases, particularly GPT-5 and its subsequent iterations. Griffin was considering enhancements in multimodal interaction, customization, accuracy, integration, and bias mitigation. While creating their roadmap, they used ChatGPT to suggest future development themes and sprints. The results underscored AI's potential and limitations in strategic planning. Griffin needed to add their domain expertise and insights to ChatGPT's responses to create a product roadmap to ensure the company's sustained innovation and market leadership.