I have been around Virginia high school wrestling for 52 years, lol. My father was a very successful coach from 1968-1993. Here would be some of my candidates during my lifetime. Obviously, Coach Simon would be the best ever from Virginia:
Best High Schooler- Jody Staylor- I do believe that Jody was a 3 or 4 time state champ. Cannot remember if he was at Great Bridge as a Freshman. I believe Jody won multiple gold medals in Fargo and was a NCAA finalist as a true freshman at UNC.
Best Collegian: You could split hairs here.......Bubba, Carl Perry, Byron Tucker. If I had to give one name, it would be Bubba based on his resume.