I haven't invested in the stock market in over two years now. At first, I was saving for a down payment on a house and did not want to risk it in the stock market. Then I decided a house in my part of town wasn't worth it and the stock market crashed. Then the subsequent bull market seemed too ridiculous so I didn't invest anything then. Looking back, I could have totally screwed myself by buying in before the crash. But I also missed out on the recovery. Am I making another mistake by not buying now because the market looks like it is at a peak? Maybe the overall mistake is trying to time the market... What mistakes have you made?