Following graduation in 1961, Wilson enlisted in the US Naval Reserve. From 1962 to 1966, Wilson enlisted in the United States Marine Corps, and served one year in Okinawa and one year in Vietnam. During his tour of duty in Vietnam, Wilson met entertainer Martha Raye. In 1967, Wilson signed on with the 128th Air Refuelling Wing of Wisconsin’s Air National Guard.
It was his wife, Nancy, a lifelong collector, that encouraged him to pursue collecting. They would attend various coin club meetings, and their specialty would evolve into tokens, medals, and paper money from Wisconsin.
In later years, Wilson would gain employment as a deputy with the Milwaukee County Sheriff’s Department. In later years, he would train deputies and tested security features in new facilities. Wilson’s claim to fame is that he finished as a bailiff and opened court in the trial of Jeffrey Dahmer.
Wilson has served in various leadership capacities throughout his numismatic career. He served as a board member of the American Numismatic Association from 1995 to 2005, while his wife, Nancy, served on the board from 1987 to 1995. Nancy is a current member of the Florida United Numismatists Board. Other leadership roles for Wilson are as follows:
Over the years, Wilson has been the recipients of numerous awards. Among honors given by the ANA, Wilson was the recipient of the 1993 Glenn Smedley Memorial Award and the 1994 Medal of Merit. He was the National Silver Dollar Roundtable (NSDR) Man of the Year in 1998. Along with his wife, Nancy, they have been recognized as Numismatic Ambassadors by Numismatic News in 1990, along with the ANA’s Presidential Award in 1998. The Wilson’s also received the FUN’s A.J. Vinci Memorial Award for Excellence in Numismatic Excellence in 1998 and the NSDR’s Lifetime Achievement Award in 2005. Their most recent honor is the awarding of the Farran Zerbe Memorial Award in 2007.