O'Shaughnessy grew up in a family of businessmen; his father ran a small business for about 30 years, and he watched his grandfather start and run a nearly dozen different companies. He grew up planning to play pro baseball and running his own handyman and lawnmower businesses for his community. He earned the nickname "Stat Man" as a kid because of his math skills and ability to recite information off baseball cards. O'Shaughnessy earned his bachelor's degree from Georgetown University in Washington, D.C. and worked for AOL and Revolution Health before starting LivingSocial. The company began as Hungry Machine in 2007 and was created by O'Shaughnessy, Aaron Batalion, Eddie Frederick and Val Aleksenko. It grew to about 30 employees within its first three years; it now employs more than 1,500 people with over 70 million users around the globe. O'Shaughnessy announced in early 2014 that he would step down as LivingSocial's CEO after seven years with the business. He lives in Washington, D.C. with his wife, who is expecting their first child.
