Rob Ford, despite representing and living in Etobicoke, decided to do a pay for Scarborough votes and pushed an expensive subway in Scarborough ($3 - $4 Billion at this point) over an LRT that would have been entirely paid for by the province and which probably would have provided better service to the residents. 

Prior to that, he tried to extend the Sheppard Subway to Scarborough Town Centre. He kept insisting that the subway would pay for itself even when his hand-picked expert told him that was impossible. Eventually, as time was running out he came up with this crazy proposal to issue a municipal bond to pay for it with the development money the city would earn over the next 50 years going to that bond. 

btw, the three most underserved transit areas in Toronto, two are in Rexdale and the other is in the northwest quadrant of North York. 

And in an unprecedented move, Mayor Ford was stripped of almost all of his duties by city council for the last 2 years of his term.