This is a really tough one, but I'll take a shot.
I would think that it represents one major change in your life that is going to lead to further more complicated choices that will leave you guessing as to whether you're making the right decision or not. In short, you are about to enter a very challenging point of/in your life where nothing is going to be a clear choice as you move through it!
That's my guess, and I'm stick-in to it! LOL