I think both sides has their advantages. In a way, the smaller fish are less likely to give up because they have faced hardship while the rich kids will have money to invest into their businesses. I think money only solves some issues and not everything so they can still be still play on the same field.
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Yeah, both sides comes with it's advantages and you've summarized it, I explicitly haven't given up because I'm facing hardship, most times it even motivates me to actually do better and as for people who have it all, I guess their money can do a lot for them.