He began an outstanding youth career as a pitcher in the North Akron Leagues and at North High before joining the Tramonte Black Labels in 1961. After compiling an 8-1 record for the 1962 AA League Champion Labels, he signed with the Detroit Tigers and played pro ball for 10 years. That career was highlighted as a member of the amazing 1969 New York Mets World Championship team. After finishing up with the Houston Astros in 1970, Jack came back to Akron. In 1973, while with Eaton Sports Pride, DiLauro helped pitch them to two titles while making the All-Star team three times. Jack retired from the hill after a 1975 championship season and took on the job as AA League President for two years.