Not really sure. He's never had occasion to need that particular power. He's built skyscrapers before from spare city materials, but not in the heat of battle.
But I'd tend to agree. Hulk wins if he can't heal it, Jack wins if he can. People forget that while lots of Hulk-level people can destroy cities, it wouldn't just be sitting there. It would be a city, trillions of tons of force, attacking the opponent.
Problem there would be finding Jack amongst the entire thing. Jack can phase into it, after all.
He may undergo trauma from damage to the city, so I again think it comes down to whether or not he could consistently heal the city. Charlotte posted a scan of it, but it was necessarily low-level "healing."
Still, a city sitting there is a lot easier to destroy than when you label it is "trillions of tons attacking you." Jack for the majority, but not all.
This is a huge stomp in Hulk's favor. Hulk cracked the entire island of Manhattan by taking a step on the ground in WWH #5, he's easily capable of busting planets, Jack gets pounded here.
It doesn't matter, Hulk can smash the entire city like nothing, heck he's done that as a side effect of his battle with Sentry. Hulk's weaker form was holding up 150 billions tons, and he was smashing apart entire mountains at several points in his past.
Actually it would be easier to wreck when everything is headed toward you. No time needed to go find stuff to smash
Hulk has plenty of time to find Jack. I don't see Hulk being seriously hurt by anything he can do. Whereas Jack would go down very hard in a direct confrontation with Hulk.
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Graffiti outside Latin class.
Sed quis custodiet ipsos custodes?
A juvenal prank.
Hulk is a lot more powerful and strong than he used to be. People still think of the Hulk as he was 10 years ago, he's way more powerful nowadays. In WWH he was one-shotting class 100's. As far as trapping the Hulk with cement? C'mon does anybody honestly think that would work against someone who can casually break apart an entire mountain with his bare hands? It's not even Kitty Pryde type phasing, it was just surrounding the guy with liquid concrete.
I dunno. Somehow when I comprehend skyscrapers as fists, crashing down on Hulk with the force of hundreds of thousands of tons, I still get an image of Hulk losing badly. While simultaneously being phased into the city, mind you...he'd barely have footing.
Also, this is Hulk, not WWH. Are we assuming super-peak-never-lose-to-anyone for him, or his average showings where he's been knocked out dozens of times by WAY less than Class Skyscraper punches. A lot would probably depend on his level of anger.
And the Spider-Man fight was like 5 years ago, if that.