Thanks for the thoughtful post as usual and I appreciate your perspective!
I don't know if it's Devil's Advocate, because I agree with everything you wrote. I personally don't agree with 'corporate handouts', but for instance the City of Chicago offered Amazon (allegedly) $2bil worth of tax breaks if they set up shop here. Ostensibly there might have been some economic surplus for the city which factors into this decision-making I'm sure (I'm skeptical but one sees the logic), but the logic is wholly different when it comes to sport teams due to, I think, the failure of the previous generation of arenas to produce revenue. Of course, there are tons of cash cow arenas now. I just read an interesting article about a hockey arena in Edmonton or Alberta or somewhere on the Canadian periphery producing a bunch of tax revenue for the municipality. There's things to read about the impact of new minor league stadiums, even...clearly there's potential, some singular company has been buying every single minor league team, right Even if you look at the Braves or Rangers, dubiously successful developments, you see something the city of Chicago could learn from and try to implement with a private sector partner. I'm very "pro-public sector" and am skeptical about any "private-public-partnership", but sport seems like an environment where it makes a lot of sense. The team means more to Chicago than simple tax revenue or jobs it's part of our spirit -- even if spirit doesn't show up in quarterly reports, that it's a source of funding, it should be considered.
I'm pretty annoyed by the new Bridgeport alderman's "whatever, man, the related company has it figured out" take on the whole thing. I'd be very disappointed if a South Side institution moved to the Loop. It would call into question my fandom. I would wonder how that scar on the landscape could be filled, if not by the Chicago Fire.
Not sure if you have been in the vicinity of 35th and Shields recently, but the area is quite nice and gentrifying. I will always be pro-public housing and argue in favor of what was destroyed, but the logic of the area is simply different than it was 20 years ago. This is now a place you could build an "entertainment district" (I'd go there off-season. closer than up north, potentially more 'lively' than hyde park) that would be well-used and JR would make money hand over fist, especially because (I'm pretty sure) he owns all the vacant land. If the City is serious about its strategy to invest money on the south and west sides, this is a real opportunity. Play hard ball and get real concessions out of it that might benefit the people of the city. My bias is toward more free sport-related, literature and science-adjacent opportunities for kids and there's definitely available land nearby the ballpark to build such a facility. The Sox do an OK job of this already, but an arena in a 'liberal' city could be a good opportunity for a PPP that makes the team some money and benefits our kids at the same time. I think if we had a better team, it would be an easier sell. I tend to think no movement will happen on a new SoxPark any time soon, and why should it, the ballpark is already great. Very underappreciated piece of architecture and I love that I can spend 10 bucks and sit pretty much wherever I want.
oh also: on the useless concrete bit, that's why I wrote trees specifically because you might be able to measure the economic/ecological impact of such things and it costs basically nothing. Planting more trees is generally a good idea if you can find space for it and it's easy to do and (reasonably) easy to maintain (though there's definitely a cost)...and to allude to a previous point, I don't think you can ignore the positive impact of living around a forest, a natural space, etc...I can't prove it, but Chicago is very good about this generally. Milwaukee is even better. Some fantasy I have for future ballparks is something of an eco-arena, well-situated in its natural habitat but is forward-thinking in its energy use. It's occasionally a fun story when hawks decide to nest at SoxPark, why not create an environment for them specifically?