Conrad Black attended Upper Canada College but was expelled at 14 for selling his classmates stolen exams. He later attended another Toronto private school, Thornton Hall (241 Poplar Plains Road).

10 Toronto Street is where Conrad Black's offices were and it is here on May 20, 2005, amid racketeering and fraud charges, he waltzed into his office – his faithful chauffeur at his side – and removed boxes of files. It was all captured on a security camera.

10 Toronto Street was previously the headquarters of Argus, parent of Massey-Ferguson, Dominion, Domtar, Hollinger Mines, etc. Years later, Conrad Black assumed control of Argus. Using the name Hollinger for his company, Black formed his media empire from this location by high-profile purchases (Financial Post, Chicago Sun-Times, London's Daily Telegraph). Black adorned the office with mahogany fixtures and a portrait of himself by Andy Warhol in the entrance. Despite this extravagance, he still got his hair cut at Ivan's discount barber shop on Victoria Street.

In December 2006 the building was bought by investment managers Morgan Meighen & Associates. The Meighens are descendants of Prime Minister Arthur Meighen and Black's former business associate, Colonel Meighen, who was ousted from Argus by Black. Purchase price: $14 million. Last laugh: priceless.
Having formerly renounced his Canadian citizenship to receive a British Lordship, Black moved back to his Bridle Path mansion in Toronto in 2003 after his fall from grace.
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