Michael Dell vs. Amancio Ortega

Dell got his start at 19 selling computers out of his University of Texas dorm room, grossing $80,000 by the end of his freshman year. Dell's MSD Capital owns the Four Seasons Maui, plus indirect stakes in Applebees, IHOP, Calvin Klein and reportedly Grand Central Station.

Ortega first began his career manufacturing textiles through a small family company in 1963. He owns a 10% stake in Spanish telecoms firm Telxius and 5% of publicly traded natural gas grid operator Enag's.