Jokes aside, I think there's a subtle cause and effect mixup.

If you "have it easy" you develop confidence, and that both emerges thanks to privilege but also is an actual advantage granted by privilege.

You do find more success if you don't hesitate too much, but you will always hesitate more if you have no safety net.

it's also the con in con-man

It is a little.

People are wired to trust confident people. The problem is the smartest people know no plan is perfect, evaluate possible problems and have a plan to handle them.

That comes off as doubt.

But an idiot will never worry about problems that haven't shown up yet, they'll run forward with 100% confidence till they go off a cliff like Wiley Coyote. Then blame the people who said that would happen and claim they made it not work by verbalizing possible complications.

And I know that sounds like trump supporters, because it is them.

It's also the Biden supporters who kept insisting he could beat Trump and prevented us from having a competitive primary where Dem voters had a say in the candidate.

They blamed Dem voters for saying Dem voters didn't want Biden.

And they blamed Dem voters for talking about how Kamala needed to stop moving to the right or trump would win.

And when trump won, they immediately started blaming everyone that pulled the fire alarm for setting the fire.

Strategic job hopping is the key to success.

Lack of confidence is a barrier to success.

Most of the 'keys to success' are really about things that are a barrier if you don't have them.

I mean, Elizabeth Holmes is kind of proof that this is true. She's not the only one either.

Tall men are more likely to get promoted.