This city certainly has found its niche - it absolutely excels at losing millions in lawsuits.

Off the top of my head -

Holden sewer dispute - $14 million (2022 - lost bc city didn’t follow existing agreement w/Holden)

Sky bridge suit - $12.5 million (settlement 2018, lost bc city didn’t abide their promise to build the bridge from major Taylor garage to Hilton Garden inn)

Public records suit - $100k (2022, city got reamed by the judge for illegally withholding police records)

Various police misconduct suits - at least $12 million since 2010 (including this case, there are still several pending cases)

At least $38.5 million since 2018, much of it was probably avoidable if the city solicitors were doing their job and properly advising the city of its obligations.