How do you handle an expense that hits the books now, but is for a future service (like a vacation that will occur in the summer)? My reporting would show that I spent $1000 on vacation this month — let's say February — but I didn't actually take any vacation right now. I want my reporting to show that I have/had vacation in July (which as of right now is in the future). Perhaps even more confusing when this bridges one calendar year to the next (pay in one year, vacation in the following year). I could maybe change the transaction date so it is in the future month. Not sure I like that idea.