An hour after the Toronto Star published an article about his affair on Friday, mayor John Tory was standing before reporters at Toronto City Hall. He offered his resignation.

During his over eight years in office, some praised Tory as a boring mayor, a return to normalcy after the explosive Rob Ford years. But his critics have also accused him of presiding over a historic decline in Toronto, pointing to decaying services and failures for the most vulnerable.

Today, a conversation with Canadaland editor Jonathan Goldsbie about why Tory resigned this quickly, and what will become of his increasingly complicated legacy.