You always have to prepare for the obstacles that are going to come. Consequently, when they do come, it doesn't affect you mentally near as much as when you're unprepared for them.
The answers to these questions will determine your success or failure. 1) Can people trust me to do what's right? 2) Am I committed to doing my best? 3) Do I care about other people and show it? If the answers to these questions are yes, there is no way you can fail.
I do know this: God does answer your prayers, but it's not always in the way you expect. God knows what's best for us, though, so there's no need to worry when things don't go how we originally wanted them to go.
At age nine, I got a paper route. Sixty-six papers had to be delivered to sixty-six families every day. I also had to collect thirty cents a week from each customer. I owed the paper twenty cents per customer per week, and got to keep the rest. When I didn't collect, the balance came out of my profit. My average income was six dollars a week.