This has been going on for years, but how can they be so bad at this?
Bears' Management has no incentive to be good. It's not in their DNA. The Bears exist on Tradition and making tons of money off of the NFL Gravy Train.
Other organizations exist to be good -- try to be good. And others (not the just Bears) -- do not.
The Bears exist -- just to exist. And will do so while under the same Management.