In 1948, Fidani’s grandfather, who was also known as Carlo Fidani, founded Fidani and Sons, which is now known as the Orlando Corporation. The company was eventually transferred to Orey Fidani, Fidani’s father, who expanded the business.

In 2000, following the death of his father, Fidani became Chairman of Orlando Corp.

In 2010, Fidani made a $10 million donation to the University of Toronto’s Faculty of Medicine to assist with Ontario’s chronic shortage of family physicians. His donation inspired broad support from the community, including an additional $12 million donation from Terrence Donnelly. This allowed the University to lay the foundation for the Mississauga Academy of Medicine. The new academy first welcomed medical students in August 2011 and adds 54 MDs to Ontario with each graduating class.

In 2016, Fidani by way of the Orlando Corp., launched a gift-matching initiative that will see it donate up to $15 million to William Osler Health System’s three hospital sites in the Toronto area.