I don't think that's true – look at your average Wall Street first generation finance bro, I don't think they can understand the plight of the single mother clipping coupons to scrape by.

can you?

If someone who grew up poor or middle class cannot understand once they've gotten financially stable, then who the hell can?

The people who are still in those situations who the system is failing?

Is the 'system' failing, or did an individual fail to understand the system and then learn to adapt and overcome against the odds?

I would prefer to vote for the person who grew up in poor/difficult circumstances and managed to succeed (in some way) despite those circumstances, over someone who grew up in the same poor circumstances and couldn't figure out how to make it.

Which person is better equipped to help people help themselves? The one who did it? or the one who couldn't figure out how to do it?

self made millionaires can't understand what it's like not to be a millionaire because poor people exist?

wut?

“Self-made” people can have their own distorted understanding of how a healthy society works (through hard work and sacrifice! /s)

Is it your belief that self made people got there by not working hard?

Name a self made person that didn't work hard.

Name a "self made" person - presumably an infant who was abandoned and somehow survived on their own, and then built everything they used to live on. Pedantic I'm sure, but it's such a ridiculous idea in a modern industrial society as to be meaningless anyway.

That's not what self made means, try again.