Chris started working in restaurants as a cook at the age of 18.  He soon became a bartender and traveled the United States to work in different seasonal towns. Key West, Aspen, Newport, Martha's Vineyard, Baltimore, and Washington DC were all part of Chris' travels.  Chris opened Sly Fox Pub in Annapolis with his brother in 2002.  Chris ran for mayor of Annapolis as an independent in 2009.