Soul Saturdays: Wisdom from The Fray

"Sometimes the hardest thing and the right thing are the same"--The Fray, "All at Once"
These lyrics woke up on my mind yesterday and have been haunting me since. I am struggling between knowing that this quote is right--anything worth having is going to take a lot of work to get, like a dream job, being financially secure, and being on the same page as my husband--but another part of me believes in synchronicity, or as one of my friend's use to say, "God whispers." You know, those signs that you are on the right path when things are going well, you feel happy and optimistic, and a ton of roadblocks aren't in your way.
But...
Are obstacles a sign that you are on the WRONG or RIGHT path? Or is it just silly to worry about these things anyway? Life will be hard at times, easy(ier) at others, and trying to constantly find signs that I am on the right path or not will just drive me crazy, right?
I have never had this much self-doubt because in the past, I have always known exactly where I am heading. From high school to college to graduate school to my first job to my second job, all of my "next steps" overlapped with the previous step so I really have had any periods of limbo. Now, I feel like all I am in a perpetual state of limbo, waiting for either a catastrophe or a miracle to happen.
Have you ever been in limbo? If yes, how did you embrace it?