I feel for you. This is something I always dread, big decisions that can have a huge impact on your life. All kinds of obstacles seem to pop up, things that could go wrong. I tend to agonize over them, letting those obstacles grow bigger with every thought. But, looking back, I don’t think I’ve ever regretted one of those decisions in the end.
Anyway, in the end I take a devil-may-care attitude (something very unlike me) and just go for the choice that put me in those crossroads in the first place. I tell myself that I’ll deal with the consequences when they get there.
Thankfully, it turns out I’m much harder on myself than reality really is :)