Career
The forward last played for the Montreal Impact of the USL First Division & Trois-Rivières Attak of the Canadian Soccer League. On May 9, 2006 he signed a one-year amateur contract with the Montreal Impact, making his debut on May 13 against Charleston Battery, coming into the game for Patrick Leduc at the 83rd minute of play. He scored his first career goal on July 21 in Minnesota, giving the Impact a 1-0 lead, but Montreal ended up losing 2-1 to the Thunder.
The following season Di Ioia featured little in the first team fold, where he only appeared in eight games and started in only one match.
On 19 March 2009 was nominated for a Trainings Camp in Florida for Montreal Impact and was not nominated for the USL First Division squad and turned also back to Trois-Rivières Attak. Trois-Rivières Attak
In 2009 Di Ioia signed with Trois-Rivières Attak of the Canadian Soccer League, where he helped lead the Attak claim the National Division title, and helped to clinch a playoff berth.
Scored 7 goals appearing in 16 games. Di Ioia played in the 2005 Francophone games in Niger with Canada.
Scored 1 goal in a friendly game vs Mali and Congo.
Di Ioia made his debut with the Canada U-20 men"s national soccer team in 2006, starting both games played against the United States U-20 men"s national soccer team on July 7 in Toronto which resulted in 2-1 loss, and July 9 in Kingston, Ontario which ended in 1-1 tie. Di Ioia started in both games vs Belgium ( 2-1 loss, 1-1 draw), came on as a sub vs the czech republic and started again in an international friendly vs the United States U-20 men"s national soccer team in Bradenton, Florida
Prior to the U-20 World Cup, Di Ioia was named to the squad that played Scotland and Argentina in preparation for the tournament. Was on Canada"s roster at the U-20 World Cup.
He founded also the Massimo DiIoia Soccer Academy in Canada.
He worked besides his playing career as Technical Director by LaSalle Minor Soccer Association, ARS Lac Saint Louis and Lakeshore Soccer Club. Since 2014 worked as coach on the Academy of Montreal Impact.
