Without meaning to be rude, I didnt realise your age, you didnt mention it earlier.
But in my honest opinion, contract flying and life is a young mans game, it is just one of those things.
Also, I dont know your situation, but if perhaps you are married with a family, contract flying is not likely to pay that well.
You would probably have to move to southern Africa and then you might have to consider leaving your family in a new country while you are on tour.
Many factors to consider.
I honestly would not recommend contract flying to someone of your age and that is by no means me being rude or disrespectful towards you.
My advice to you would be to look to get into a regional operator like Flybe or something where they know you are pretty much going to spend the rest of your flying days, these operators are happy to take guys in your situation as they know you are not looking to be off to a big shiny jet at your first chance.