No one can say for sure however no one is ever too old to throw their money or life away. It is possible to make it to the regionals before you hit 50 and there is even a very thin chance of the majors years after that. However the real issue is that you do not have enough years left to reach the financial benefit of making such a switch. Even if you were to make it to the majors you most likely would run out of time before you were able to upgrade.

If you are financially independent and are looking for a midlife adventure then I would go for it. However if you are a struggling middle class guy with a family to feed then this path will almost assuredly lead to poverty even in the best case. I have seen more people switch from aviation to construction.

Skyhigh