Seems like a question based on some kind of entitlement mentality. Yes, you said he took loans and owns his responsibility to those. Yes, he also will have to pay more for his insurance if he makes more money. That's to help out the people who are/were in his lower income situation so they can be taken care of.
Look, here's the bottom line. My first job was delivering newspapers snow, rain, or shine for like $25/week at age 13. I worked my ass off to get my first black and white Gameboy. That motivated me to bust my ass for more as I aged. I chose to ride a bicycle to my first few jobs to save up money, again, rain or shine. Then, I bought a used motorcycle to get me around.
I busted my ass each time and each time earned more until I got where I am now. I still don't sit on my ass. I listen to podcasts related to my line of work to and from work each day to stay relevant.
The bottom line is, sure, if he wants to be entirely dependent on others and feel like shit his whole life, he should quit those jobs and just maintain his status quo. But, if he has ANY kind of human dignity, self-motivation, or sense of decency, he will bust his ass like a great many people do and be patient enough to rise above. He will accept that when he has to contribute more of his hard earned money, that he's doing so for someone in his former place that needed a handout or some help. I'd very much like to keep all my money and not pay nearly 1/3 or more in taxes, but at the end of the day I help single mothers like mine was, and lazy asses like your friend who choose to take it easy and do nothing instead of bust his ass to contribute to society.