I always took that expression to mean “having cash in the bank on the day before payday"; maybe that's not how it was coined, but it's certainly possible for a person to get ahead of his own situation without comparing himself to another.
Most children don't have any merit or security unless they do something to earn it as they become adults. They are getting ahead of where they would be if they did nothing.
Wow! Really? Who exactly are they getting "ahead" of? And what is the other person being made except for behind?