I bought my rocket about 1 week after starting a new job. I had (still have) no job security, tons of debt, and a whole lot of reasons to put my money elsewhere, but when you fall in love there's not much good trying to talk sense to yourself.
From the second I saw my bike on the kick outside the dealership, engine gently idling, I knew there was absolutely no regret and no going back. There are a lot of gorgeous bikes in the world and I wouldn't mind owning one of each, but there is nothing on the road that comes close to moving me (pun intended) the way the Rocket does. I had gobs of fear and buyers remorse (and an irate but begrudgingly accepting wife) during the weeks I waited to take delivery, but it melted away in an instant. I'd be willing to bet that by the time you roll back into the garage for your first maintenance your feelings of trepidation will be a distant memory.
Of course, if you're like me you'll also spend another $20,000 "moving in" once you get the keys. One must have priorities.