Queen's Park Observer

Queen's Park Observer

Ford whisperer gets another crack in court

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Sabrina Nanji
Nov 04, 2026
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BACK ON THE DOCKET: AMIN MASSOUDI VS. VICE MEDIA

First in Observer — One of Ford Nation’s longest-serving and most influential backroom operatives just scored a major legal comeback in a decade-old defamation war dating back to City Hall’s wildest days.

Last week, the Ontario Court of Appeal revived AMIN MASSOUDI’s 2014 libel suit against Vice Media over their bombshell story alleging someone in ROB FORD’s office tried to hire a hacker to destroy the infamous “crack tape.”

Massoudi, who ran comms for the late ex-Toronto mayor before serving as Premier DOUG FORD’s principal secretary until 2022, has spent a decade fighting that headline.

Then in 2025, a lower court judge tossed his lawsuit, siding with Vice and finding that Massoudi blew past the Libel and Slander Act’s strict three-month deadline to file.

Not so fast, said the Court of Appeal. In a unanimous ruling, the three-judge bench said that the three-month shield only applies if publishers follow …

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