It's not enough to look at where someone is, you have to look at where someone started. If you are a millionaire and your dad was a billionaire, you are probably one of the biggest losers on the planet.
Being raised rich taught you that wealth isn't everything, in fact it can be quite toxic and maddening.
So you end up owning a house and some retirement investments after 40 years, but most of all feel proud of the work you've done and the lives you've bettered.
To be called the biggest loser in the world seems like a stretch.
You could instead focus on some sort of personal goal, but if you are actually doing that you won't care how much money someone else has.
Luckily you were not that shallow or self-deceived and realized that living a humble life and taking the time to work with your students one-on-one was true value you could provide.
Unlike your father, you will leave this world having given more than you took. You will have truly empowered the children to work for a better world than the one they were born into.