While not live-in-a-box poor, Clark Kent originally attempted to keep attention away from himself by living only on his reporter’s salary. For the first 30 or so years of Superman a five buck bonus was considered a cause for celebration among the Daily Planet reporters.
Then the editors decided to make Kent a TV reporter, and the whole “working class” theme disappeared.
Billy Batson, Captain Marvel’s Depression-era poor newspaperboy alter-ego, has to count in here somewhere.
All the X-Men appear to be rather well-off. They’re supposedly teachers at Xavier’s School for Gifted Youngsters, and I suppose Xavier has enough gobs of cash to give them sizeable paycheques.
For a time in the late 1980s, early '90s, Wonder Woman had to work at a fast food joint “Taco Whiz” to support herself.
According to at least one Morrison story, five of the X-Men are billionaires. Xavier, Emma Frost, Warren Worthington, M… Can’t ID the fifth. Did Jean Grey come from old money? Is Roberto daCosta back in the fold?
Billy became a radio dj.
Captain Marvel Jr., aka C2, aka Freddy Freeman, is a newspaperboy. On crutches.
As for the poorest… The Question is frequently destitute, though not in his latest appearance. Did Vibe have an income outside his JLA subsidy?
Ah, but if money = power, then the Surfer is rich as Cresole(*), simply by virtue of possessing the Power Cosmic™.
(* = Some bugger who was very rich)
I think you mean “rich as Croesus.”
From the late 80s, I seem to remember that Cloak and Dagger were a pair of runaway teens. Dagger came from money, but she herself didn’t have any.
(BTW, whatever happened to them?)
Zev Steinhardt
Matter-Eater Lad of the pre-boot Legion of Super-Heroes came from a poor family. His family depended on his Legion stipend, which his alcoholic father would consistently gamble away.
He does indeed. And it’s wet. Dark and wet. And it’s time for Cheers. He doesn’t have a TV now, but that’s ok, the shows in his mind are almost always better.
Actually, Cresole was a Terry Pratchett character, but was also a parody of the person you mentioned.
Actually, you’re thinking of Creosote:
Cardboard box? Spawn would kill to have a cardboard box. All he has is the alley, and he has to share that with the non powered homeless, the psychotic killers, the renegade cyborgs, and the other hellspawn. Oh for the luxury of a cardboard box.
No, but he got to tour! 
–Cliffy
P.S. Iron Fist was rich during the PM/IF days; I don’t know if he kept it forever. Cloak & Dagger are supposedly still out on the streets of Manhattan, doin’ their thing. They appeared in an arc of Runaways last year.
Well Gypsy from the JLA was living on the street, stealing food to survive (easy when you could blend in with the background), but she came from a middle class suburban family that she returned to at the end of the series.
I know she came back later, but never read any of her appearances so I don’t know what her financial status was.
Actually he is a humble, lovable shoe shine boy. 
Which pretty much means he’s a poor sap. 
Despero actually slaughtered Gypsy’s family in Justice League America #38, one of the rare serious-as-a-heart-attack moments in the Giffen/DeMatteis/Hughes JL run.
Poverty and the inability to keep a job due to superhero duties was a recurring theme for the Shield, drawn by Jerry Siegel in a paperback called “High Camp Superheroes”.
Regards,
Shodan
