As Walgreens flounders, so does the fortune of its top stakeholder, Stefano Pessina. Crain’s health care reporter Katherine Davis talks about the pharmacy giant's struggles with host Amy Guth.

Plus: Boeing union balks at sweetened pay offer to workers, Trump vows to hit Deere with tariffs if jobs move to Mexico, landlords have reason to be optimistic even as downtown apartment rents have flattened out and how much money you need to be a middle-class Chicagoan.