Once dedicated to serving micro-entrepreneurs and growing small businesses, Square is now courting much bigger businesses. Back in 2009, cofounder and CEO Jack Dorsey saw an opportunity to introduce simplicity into an industry dominated by clunky and expensive point-of-sale solutions. The company debuted with a small white card reader designed to plug into a smartphone. Fast forward to the present, and Square has become a major force in payments. In addition to its signature card reader, Square now offers an iPad point-of-sale system and more advanced terminals that accept everything from chip cards to Apple Pay. The company also operates a bevy of merchant services including a business debit card, accounting features, payroll software, and loans via Square Capital. It also has Caviar, a food delivery network and consumer-facing mobile wallet, Cash App (which has its own debit card).