In this high-stakes showdown, Entrepreneur Head to Head pits a 19th-century transport titan against the 21st-century’s loudest innovator. Cornelius Vanderbilt built an empire of steamships and railroads that moved a nation. Elon Musk is pushing humanity toward Mars with electric cars, rockets, and satellites.

Who would win if their timelines were switched? Who left the bigger mark on how we move? From ferry boats to Falcon 9s, we dive deep into grit, vision, monopoly power, and the race to control the future of transportation.