Along with a business partner, Ryan launched Chicago’s Dog House in 2009, a quick-service restaurant that specializes in gourmet sausages and hot dog creations. Chicago’s Dog House employs two full-time and five part-time people, was featured on the Food Network’s premiere of the show, Outrageous Foods, in November 2010, and was cash-flow positive within three months of launching. Ryan received extensive coaching from Coleman Center staff for other ventures he researched while at DePaul, and continues to receive informal advising.