The goal of this stage was to conduct secondary research on the design problem my team will be working on this semester and to clearly frame our design challenge. I looked into how current scheduling tools support time management and what could be improved upon, particularly in relation to burnout and personal time. My research included reviewing articles on student burnout and time management, as well as evaluating existing scheduling apps and planners. I analyzed the apps Structured and TickTick, finding that Structured’s AI features are locked behind a paid tier and that neither app offers AI support for rescheduling or adapting plans when things inevitably come up. Both tools prioritize task completion but provide limited assistance when users need to reorganize their time. One challenge was determining whether AI could address these gaps. I used ChatGPT to test whether generative AI could help create a weekly schedule that worked around non-negotiable commitments while incorporating flexible tasks and handling rescheduling. This helped show how AI could be used more than existing tools allow. This process highlighted the gap between current scheduling platforms and user needs, and reinforced the need of tools that support adaptability rather than just productivity. It shifted my thinking of AI as an active assistant rather than a passive feature. I used ChatGPT to experiment with schedule creation, flexibility, and rescheduling, and to help refine my design challenge based on these findings.