Whether designing aircraft or automated vehicles, the modern engineer has unprecedented computational power at their disposal. Engineering, however, remains a discipline beyond the number-crunching machine. How we specify the objective, how we frame the problem, and how we proceed to solve it has a huge impact on the design obtained. Quantitative methodologies exist to address various challenges such as accommodating multiple objectives, improving robustness to uncertainty, and applying optimization strategies across teams and organizations. Prof. Mykel Kochenderfer and Tim Wheeler, eVTOL software engineer, authors of Algorithms for Optimization, in conversation with moderator Sebastian Thrun, Innovator, Entrepreneur, Educator and Computer Scientist discussed how modern design approaches shape what move us.