Jerry will. Jerry has private investors lined up and it's not going to cost the gov anything more than what they're paying now.
They did basic renderings of how they could fill the land, but no actual stadium pictures. For all things Lorri did wrong, she did render some images of a new Soldier Field land. A domed stadium on the lake would be awesome to be honest, but it would cost crazy money to pull off. My thoughts is doing something similar to SoFi, but also have retractable windows to open it up to the lake during the summer time. You would be looking at a 5 billion dollar stadium, however, and that's without figuring out how to navigate "Friends of the Park" as well as the rest of the development (train station being a major one).
In addition, one of the main reasons why the Bears wanted their own stadium is so they could generate their own revenue. They wanted a sportsbook. They wanted Bears land and they wanted control of it. You build anywhere near Soldier Field and FOTP is going to cancel 80% of your vision, hence why JR doesn't go through them. He's many bad things as an owner, the one thing he isn't is a bad business man.
JR has been kind to people. He has not been a good owner. But he does have a soft spot.
Bingo. In addition, the sale of the team with the new downtown stadium, along with owning the real estate and owning the stadium land with Stephen Ross will be enough. JR is going to gain tons of money from this. 50 million is a non-cited parking ticket for him. It doesn't even register for him.