Taking a gamble is a part of almost every victory.There are no self made millionaires that didn't have to gamble.It can be leaving your current job or school or investing your most valuable thing(time,money,effort)You can consider yourself as "self made man".You could've just keep working and live normal life like most people do(preety much above standards lol)Most people are to afraid to sacrafice something and this is the reason why they wont achieve anything huge in their lifes.
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The gamble was made easy by solid hedges. It does feel good to know my family is self made but we still have a long way to go. No time to get comfortable in success.