Noted as one of the top pitching prospects in the state of Minnesota, Nick was the first player in Eastview High School history to letter in baseball all four years. Dolsky was also rated by Baseball America as the top high school product in the state of Minnesota for the 2009 MLB draft. Limited by injury his senior season Nick finished strong his junior year with a 7-3 record along with a 3.31 ERA, striking out 77 batters in over 42.1 innings on the mound. Dolsky finished his 2008 Legion ball season with a 6-0 record, 1.78 ERA which included fanning 64 over 39.2 innings while leading his team to a state title.