People buy land with stuff on it all the time and end up tearing stuff down which as a result reduces the value. Nothing shady about that at all.
There is no logical reason for the Bears to pay for a racetrack if there is no longer a racetrack. The value would increase once they build something new on it.
It is absurd to expect someone to pay taxes on assets that no longer exist.
Ok, and that could be a fair point but (and I swear I don't mean this in a dick-headish sort of way) do you understand how commercial development happens, especially when it comes to sports stadiums? When it comes to personal property like building a new home, what you said is correct. But, when you or I build a new home, we don't get to go to the county and ask for a Tax Abatement....
The Bears will clear that land (As they did) and then go to the county to say "hey look, the land isn't that valuable anymore even though we paid almost $200M for it). Then, as soon as the county finally agrees to a new evaluation, the Bears will then go after a 25 year tax abatement to essentially lock in that BS land evaluation because they will then say "Oh look at all these new jobs we are creating and the economic impact we will have". Low and behold, the county will then probably argue back and forth and eventually give in close to the demands of the Bears and for the next 25 years that entire build out will only be worth "90M" on paper. Remember, sales tax doesn't go to the school district (only property taxes do) and that's the Bears bargaining chip to grease the county officials.
This is how so many stadiums and corporate buildings are built out (New Royals Stadium in KC, Sofi, Reliant Stadium for sports; the old McDonalds Corporate Center in Oakbrook, all the new AWS data centers in Iowa and Missouri, etc). The school districts suffer with lack of funds because they get property tax breaks. The County still gets theirs's through sales tax, but again, I am not aware of any county where sales tax proceeds go to the schools. Now they will argue, if you build it they will come, meaning that more residential neighborhoods will follow, but history shows that is rarely the case.