How

How does one confidently chart out a plan to marry someone, to go from loving them at Point A, and intend to go to marriage, at Point B. I've been so used to nothing working out in life, especially when you make a plan, that something as simple as applying to Universities next year and actually getting through and getting in and moving to another country seems like it's risking too much attention from Fate.

How. How does one retain any faith in planning to get from Point A to Point B and then actually get there?