I started my career as a Tribune employee (eventually working for a Tribune/Gannett joint venture). It was right after Sam Zell bought them. I recall him bringing in a million dollars in cash and placing on the floor of basement where our offices were as a sort of challenge to come up with some great idea and he'd fund it with that cash. I was young, impressionable, drunk and stupid, so, it was kind of exciting to see. Being from Chicago, I wish they'd do well, but every time I hear about them it usually just ends with me shaking my head at how silly whatever they're doing sounds. Tronc itself recently got the John Oliver treatment in
https://www.youtube.com/watch?v=bq2_wSsDwkQ.