Making a website is hard. Making one that supports a business is even harder. When Anthony Casalena started Squarespace in early 2004, these were some of the problems he endeavored to solve. After 10 years of development, Casalena and the Squarespace team have perfected the art of designing within constraints, and they’ve fostered a growing enterprise by applying that principle to the businesses and passion projects of their customers. In this episode of Small Empires, see how Squarespace made the jump from solo founder to startup success and how the company continues to push the boundaries of online entrepreneurship both for itself and its customers.