The Twilio Design team embarked on a redesign of their Career Development Framework (CDF) by treating it as a product, applying design thinking principles to improve its usability and effectiveness. The original CDF was deemed too long and overwhelming, with ambiguous language and unclear skill expectations. Through research, analysis, exploration, iteration, critique, testing, and packaging, the team condensed the framework into five categories with clear bullets and simplified language. They also created promotion cheat sheets and a shared folder for templates to facilitate conversations around career development. The redesign aimed to improve content quality, quantity, and format, ultimately resulting in a more user-friendly and effective CDF that aligns with Twilio's product design philosophy.