Just remove the "and health insurance" and this works.
I love it when people play with the "Bruce Wayne is an evil oligarch" trope. Just look at Gotham, it's massively run down, and yet there are billionaires like Wayne at society events. Sure, he spends nights fighting crime (or at least criminals) as Batman, but does he pay his taxes? Does he employ lobbyists who lobby for tax breaks on billionaires, justifying it by thinking that without those tax breaks he couldn't afford to have Wayne Enterprises come up with such cool toys for Batman, and he wouldn't be as effective at fighting ~~crime~~ criminals? Surely, one of the best ways to reduce crime in Gotham wouldn't be to punch bad guys at night, but to ensure that there's a robust social safety net, and that there isn't such a vast wealth disparity between the haves and the have-nots. But, we don't see either Batman or Bruce Wayne arguing for more taxes on the rich, more social programs for the poor, etc. It's more about having adventures and going to gala events.
As for this comic, the only way health insurance companies benefit if someone requires life-long medical care is if they're not the ones footing the medical bill, and are just a proxy for government money. So, instead of "It's a good thing you have health insurance", "It's a good thing you're on Gothamcare Advantage by Wayne Enterprises". Similar to the scam that is Medicare Advantage.
Edit: Now I want to see someone do a Batman spoof where he's "fighting crime" in his Batsuit but with one of those green eye shades, sitting at a desk, going line by line through financial data on his fellow oligarchs, trying to find the ways they cheated on their taxes.
