I'm at that point now, debating when I'll retire. We only live once and I'm not sure if I should continue working. I've reached financial freedom at a pretty young age. It's a daily debate in my mind when to call it quits, but I've never not worked and it's difficult to make the change. What I'm missing in life is time and that's what work takes from me and is the driving force behind my desire to retire -- time to do other things in life.