Right-wing or left-wing--it is not a partisan description. Someone who works their way up may believe they are just as entitled as someone born into wealth.
I guess I don't understand what meaning you assign to "entitled," if you think it even applies to someone who believes she needs to work hard and pay her dues, working her way up the ladder, if she wants any hope of achieving success. Presumably you don't mean "entitled" in the sense that she'd be entitled to the presidency if she won the election, since she hasn't done so. So in what sense do you mean "entitled"?
Even those born into wealth must still work hard to maintain their wealth and be successful.
No, very obviously a person born into enough wealth does not need to work hard to maintain wealth, nor to be materially successful. Let's say that my history was like Donald Trump's, just updated for inflation. He got $200,000 a year from his father throughout his childhood, just for being born into the right family. So, let's update that to $2 million per year, now. So, by the time I was 18, let's say I had a bankroll of $40 million (a modest expectation, given the return I could expect on that money during my childhood). What would it take to maintain that wealth?
Well, let's say I can manage to "scrape by" on "just" an income of $400,000 per year (enough to put me in the top 1% of all earners). Well, that's 1% of my $40 million. I could expect to make about 10% per year just by sticking the money in an index fund and never doing a lick of work. So, even after accounting for my "modest" $400,000 of spending each year, and the impact of taxes and inflation, I'd be getting richer and richer every year, by leaps and bounds. Without doing a damned bit of work to maintain my wealth, I'd wind up a billionaire within a few decades. A life of total idleness and extravagant income would, nevertheless, leave me vastly richer than I'd started. Maintaining wealth when you already have it is child's play. Any halfwit with a trust fund can do it.
A person does not run for high office such as president unless they believe they are better qualified to do that job than others running against them.
Agreed. But whether you think of that qualification as something you have to earn through years of hard work, or whether you think you're entitled to it by way of being a "very stable genius" makes all the difference in the world.