Webster graduated from Queen's University as a civil engineer in 1975 and joined the Toronto Transit Commission soon afterwards.
[2] His testimony was not supportive of Mayor Rob Ford's position that underground was the only way for Toronto to move forward.
In early February 2012 TTC Commissioners Norm Kelly, Vincent Crisanti, Frank Di Giorgio, Denzil Minnan-Wong and Cesar Palacio signed a petition for a special Commission meeting that was held on February 21 to discuss a "personnel issue".
The "personnel issue" related to Webster's future as General Manager at the TTC, and he was fired.
[5] On February 23, 2012, the Toronto Star reported that according to his contract, Webster would be paid more than $560,000 in salary (plus benefits) over two years, in compensation for being fired without just cause.