Credit to Ramirez for staying with the same team his whole career but he has left a lot of money on the table by never going to free agency. He could easily double that on the open market.
NW IN is closer to Chicago than Arlington Heights. I don't get the can't be in IN talk. I would say NW IN is part of Chicagoland. It is right across the border.
7. The worst outcome would be 6 because we would be locked into the 10th pick the following year as well for being in the lottery. Top 6 are selected via lottery.