Firstly it would depend on his/her flight experience
- You think those mom n pop shops up north are going to spend money on you to get a visa ?
- I know a couple of people who went to flight school and got work permits as instructors , there was a guy I know out east who eventually flew for a regional .
This is a long process dealing with citizenship and immigration Canada , they take time and no employer in their right mind would wait for you
Now if you're that major airline that specializes in hiring foreigners that's a different story..