Osterberg served for 12 years with Schneider National, retiring as senior vice president, responsible for safety, security, driver training, and regulatory compliance. Named Heavy Duty Trucking’s Fleet Innovator of the Year (2009), Osterberg’s extensive involvement advanced the safety culture within Schneider National and the industry at large. The Truck Safety Coalition recognized Osterberg in 2010 with the first-ever Distinguished Safety Leadership award. Prior to his career in the transportation industry, Osterberg served as a Colonel in the U.S. Army infantry. His military career included tours of duty in Europe, Southwest Asia and the continental United States. He served as the strategic advisor to the President of the United States and chairman of the Joint Chiefs of Staff while serving on the National Airborne Operations Center staff, battalion command of the Army’s airbase defense battalion, and chief plans officer for the 1st Infantry Division during Operation Desert Storm.