We briefly overview how historically string theory led theoretical physics first to algebraic/differential geometry, and then to computational geometry, and now to data science. Using the Calabi-Yau landscape - accumulated by the collaboration of physicists, mathematicians and computer scientists over the last 4 decades - as a starting-point and concrete playground, we then launch to review our recent program in machine-learning mathematical structures and address the tantalizing question of how AI helps doing mathematics, ranging from geometry, to representation theory, to combinatorics, to number theory.