Keith is an NHLPA Certified Player Agent and Executive Vice President for the leading athlete management firm in the United States, Gold Star Sports Management, located in Ann Arbor, Michigan. Gold Star Sports Management Group is a division of Gold Star, a family of companies specializing in exclusive representation and high personalize representation. 

Keith is a native of South Boston, MA and was raised in Chelmsford, MA where he lived for several years as a child before he and his family relocated to Minnesota. Keith played high school hockey and football while he attended Hutchinson High School in Hutchinson, Minnesota. Keith earned a Bachelor of Science degree in Sports Management from the University of Minnesota, and also served as a coaching staff assistant for the Minnesota Wild preparing him for his career ahead.

In 2005 McKittrick was appointed as Director of Hockey Operations at Michigan State. From 2005-2008, MSU won the NCAA National Championship in 2007 and he was responsible for video breakdowns of individual player and team performances, managing the annual travel and operating budgets, and engaging in recruiting experiences. During his time at MSU, McKittrick was selected by Team USA for various IIHF events include the 2007 World Junior Championship in Leksand, Sweden.

McKittrick was hired by the Detroit Red Wings in 2008 as an Assistant Coach in charge of video. McKittrick was an integral piece of the Red Wings coaching staff both on and off the ice, from video pre scouts, individual / team video review and assisting head coach Mike Babcock on the ice during practice. During Keith's 6 years with the Red Wings the team advanced to the Stanley Cup Playoffs each of the 6 seasons, including an appearance in the 2009 Stanley Cup Finals.