Like many computer wizards, Casalena has been involved in software and user interface development since he was 15, and by his senior year in high school, he was involved in the design and implementation of an online communication and collaboration software provider called HyperOffice.com. He went on to get his Computer Science degree from the University of Maryland and it was during his senior year that he got the inspiration for Squarespace, a web development and design service that provides website solutions for professional and amateur website designers, as well as novices who want to have professional looking websites. The company was so successful that in 2010, Squarespace posted sales of $10.2 million.
Casalena’s success has not escaped the watchful eye of business, media, and technology insiders. His company has been featured in many print and online media, and Casalena himself was recognized by Crain’s New York Business as one of its Top Entrepreneurs of 2011.