I have lost a lot of money investing, and have made money investing. Most of my money I have made in my lifetime comes from my job, and I would say that I am overall even in my life of investing. Down on stocks, but up on land and house investing. Okay I definitely up on investing overall, but am down overall in the stock market. That mostly comes from when I was young, and making decent money with no bills. I was taking super crazy risks in the market, and would have 1 to 15 percent swings up and down in my accounts a day. I have learned that if it sounds too good it is, and also about risk management. Meaning I don't get too much into one trade, and I have a set amount to put into it. One thing I do now is break up my buys into five chunks. That way if I hit the trade off the bat great, but if not I can average down a couple of times, if I thing the trade is still there. Makes it easier to make my losses smaller, and gives me a higher probability of making a little money. Losing money when I was younger, definitely helped me to learn how to manage and keep my money now. I always say I would do it different, but some lessons are better learned when you don't have that much to lose. Now I have more to lose.