Your goal is to make Toronto the worst place to live. Make it a den of immoral people or a gigantic slum. You can use any POD from the Yonge Street rebellion to the Reforms of 1880.
On your marks. Get set. GO!
On your marks. Get set. GO!
The US Conquers Canada in the War of 1812.
In order to get the Canadian Loyalists on side the Madison Doctrine dictates that there is much less Federal Intervention in Canadian States.
When the FBI (in whatever name it takes ITTL) is formed it has no jurisdiction in Canada for long time. In this time, Organised Crime takes root in Toronto, and weedles it's way into Machine Politics and maintains domination over the entire state of Ontario. The Police are filled with gangland cronies and are paid to do nothing at the highest level. Prostitution is rife and well-paid. All of Americas big Crime Families own property in Toronto.
How do you solve the border problem, do they just hike past wooded areas?
What 'border problem'?
The crime lords will be caught at the border when trying to enter the US.
Or did you say it is the same country?