John, welcome aboard. What are the engine and frame numbers on the sportsman? We do not have many in the registry and we are trying to get closer on the years. I think your bike is likely a 1959 or 1960 Sportsman, as the 1958 had the earlier regular style fenders and wheels. I am currently restoring a 1960 Sportsman that has the chrome fenders, wheels and head light.
Here are pictures of a 1958 style sportsman.