I used to have the number one regret, but I also realized that I never had any good investment ideas then. I also lacked good financial management skills then. I remember giving my uncle a couple of bucks to save for me or put in his business; he assured me that he would put it in the bank so that it could yield interest, but he spent the money, a lot of money I gave him, and even the one I gave to my mom. After those times,I still had a big amount to start a business, but I was scared that I was too young to even run a business. From your second point, the risk I took then is what I sometimes regret; I invested the money in a Ponzi scheme while my uncle advised me to deposit the money in the bank since I had my account then.