Gentile attended Livonia Churchill High School along with Scott Lamphear and Jeff Cassar where they were finalist in the Class A State Championship in 1990 as a Junior.[1]
In 1997, the Rampage won the league championship. On July 13, 1999, the Rampage unexpectedly released Gentile along with four other players. Gentile had started five games before being benched in June. He immediately signed with the Minnesota Thunder, going on to win the 1999 league championship with his new team.
In February 2000, Gentile was again drafted by an MLS team when the Tampa Bay Mutiny selected him in the sixth round (66th overall) in the 2000 MLS SuperDraft. However, on February 22, 2000, the Mutiny released Gentile and he returned to the Thunder.[5] In 2001, he signed a one-year contract, with a one-year option.[6] He played through at least the 2002 season.