That's because you can be a spoiled, insuffurable brat at pretty much any tax bracket.
Despite his bitching Phil legit wants for nothing; he spends his money on whatever frivolous shit his heart desires and has his rent paid. plenty of food to eat and his bills all paid. 90% of that is government funded so he can't go on a huge shopping spree, but if you take a look at Phil's history as we know it, he's never truly been without.
He's rich kid poor and fat kid anorexic; you know when a rich kid complains they can't afford a three course meal AND desert so they're poor? Or a fat person claims they're starving themselves because they haven't eaten in five whole hours and it's the hungriest they've ever been? That's Phil, although he skirts the line a little closer than some.
source: been actual poor with no safety nets.
important note: am very drunk.