Flying wise, you should stay in Canada, get you instructors rating, then you might have a chance as an instructor in Saudi.
1: Night rating doesn't exist in FAA/GACA system.
2: New Saudi medical required
3: About US$300 or so
4: Nothing in Damman
There are also places where you can fly microlights and gyrocopters, so these might be more suitable to your budget.
Good Luck