Would you feel sorry for someone who had no access to healthcare, no food, they were barely surviving on pay check to pay check ?

I don't know. Feeling sorry for these has put me in weird situations. Sometimes you're helping none when you're feeling sorry, petty feelings are hurting all.
Better act, or not act, towards providing a little support or help. But just carry and transfer the shameful feelings, I'd rather not have them.

Similarly, goes towards myself, whenever I find myself in struggle, I know I am only making it worse if I begin having sorry feelings towards myself, nor do I wish anyone helping me to be doing it out of those feelings.

Maybe at first but I’d first want to find out why they’re in that situation

Yes

Depends. If it's some junkie or some sleazy trailer trash or ghetto loser then no. Usually that's the deal with people like that.