Some food for thought on funding these repairs...
A straight up road toll will not work because it will just push the majority of people onto the alternates which include residential streets. There will be profits from the tolls BUT life will be hell for the people who live anywhere near the tolled routes. If they are going to implement a toll (assuming the point is to ding 905ers) then they should do the entire perimeter of the city (metro) to be fair to the people who live inside the city (and already pay property tax, directly of via rent).
Better idea is to implement a non-metro income tax. Basically a 1% income tax for anyone who works in Toronto but does not live in Toronto. This tax is to make up for the use of Toronto infrastructure (roads, transit) for people who do not pay property tax. The genius of this is the people you are taxing do not get a vote in the election that decides to tax them! 905ers will hate it of course and we can expect 905 cities to do the same in return (to people who live in 416 but work in 905, like me). For a person making 100K a year this works out to be $1000/year or ~$20 per week.
BTW, renters pay property tax via the rent (the building is taxed), and the rental building rate is HIGHER than the house rate!
Next idea that has been floating around for some time is to make Toronto a province. This is unlikely to happen because it opens up all kinds of constitutional issues (how many senate seats, etc.) but when one considers what leaves Toronto in tax revenue vs what comes back. My numbers are a few years old but the last ones I saw were:
Federal Level: $6B is paid to the feds MORE than comes back (6B is the delta).
Provincial Level: $5B is paid to the province more than comes back.
While I hate Miller his one good point was Toronto is not begging for money Toronto just wants some of the cities money back...
Now if Toronto was a province by itself, the 6B will still go to the feds and the 5B provincial tax would stay in the city. Because of the 5B yearly surplus the Province of Toronto would be on the hook for transfer payments so lets say it is a net 3B all said and done.
With 3B more in city budget they could rebuild all the infrastructure backlogs and a kickass subway in 10 years. Or Miller will come back and they will build doubledecker bike lanes to no where out of gold, triple the city workforce and four times the pay, and still leave the highways, sewers, etc. to rot.
If this ever happened the tax rates for 905 would go through the roof because now they have to carry the province by themselves. So they will want to either form their own province or join the new Province of Toronto... and so on and so forth.