In 2001, he was sent on loan to Club Deportivo Huachipato. Three years later, after the same number of seasons defending the Coquimbo's goal, he moved to Mexico to play for Nacional Tijuana during the first semester, and for Atlético Mexiquense in the second semester.
In 2005, after a frustrated spell in Mexico, he returned his country and signed for top-level team Deportes Puerto Montt. Nevertheless, on 25 July 2005, he alongside team were involved in a traffic accident when they were coming back by bus from Talca.[1][3] He was the most damaged by the accident, having to face a six-month injury.[4] His teammate, the Argentinian forward, Julio César Laffatigue, declared: "Thank God we are alive, because it was a terrible thing".[3]
After all the 2006 season without professionally play, in early 2007, he joined Primera B side Deportivo Temuco. There, he gained notoriety through the docu-reality about the team, called Temuco, La Última Frontera (Temuco, The Last Frontier)[5] which was centered in the daily live of team's coach Eduardo Bonvallet,[5] who replaced the outgoing coach, Carlos González Romero on 23 April 2007.[6] Despite the docu-reality was centered in Bonvallet's daily life, di Gregorio became briefly famous after being called up to the national team on 15 May[7] to face Cuba,[8] and then for being marginalized from the team after disobeying Bonvallet,[9] after he decided to send him to the bench in a match with Provincial Osorno[10] on 26 May.[11] That match, Temuco won by 2–1 at the Old Estadio Municipal Germán Becker.[12]
On 6 June 2007, he announced his disengagement from the team.[13] Eight years later, on 19 September 2015, for the purpose of Bonvallet's death after he committed suicide a day ago,[14] among the memories and anecdotes that Emol emphasized on the part of those who were directed by Bonvallet, Luis Gabriel Valenzuela (di Gregorio's teammate in the age), remembered another tense episode which catapulted di Gregorio's marginalization: to have arrived late to train.[15]
After playing the entire 2008 season for Primera B side Coquimbo Unido, the following year he ended his career with Deportes Melipilla (team of the same category).[16]
He played all of Chile's seven matches in the Pre-Olympic Tournament,[17] being the most important, the match where Chile, on 6 February 2000, achieved an historical 1–0 win over Argentina U-23atLondrina, which qualified the Chilean team to the Olympic Games.[18]
^See in RSSSF Chile 2007 the section Second Level – Primera B "Copa BancoEstado" 2007. Here is verified Temuco's 2–1 home win over Provincial Osorno on 26 May. The scores for Temuco were of Francisco Ibáñez (2') and Patricio Neira (52'), whilst for the visitors scored Marcos Sepúlveda (64').
^Salazar Abadie, Iñaki (13 September 2018). "El puesto obstruido". La Tercera (in Spanish). Retrieved 23 May 2024. sostiene Javier Di Gregorio, actual entrenador de arqueros de Iquique.
