Steps to failure are as follows:
#1 payment of 53million for two FMs and a 50k am. On a good day making payments wouldn't be easy.
#2 continuing to run his business as a small-minded operation when his 53M investment wasn't ran on the same basis
#3 Tony wanted a "news-talk" on his AM. No wasn't an option. All resources were directed towards re-inventing the wheel and starting news talk. FMs were suddenly the stepchildren.
#4 FM talent weren't on contract. The Classic Rock morning show folks got tired of the neglect because of the AM in their building and went over to the competitor to ask them how much they'd give them if they'd jump. Armed with that price, they asked the manager for a raise. The manger, hamstrung by the AM and Tony didn't offer a raise. The morning show walked. The afternoon guy was moved to mornings with his wife as a quick fix. Two or three weeks later the manager realized what he did and got a syndicated morning show. This was done for quickness and cheapness because the AM was still bleeding red profusely.
#5 "Shoot the messenger" - The Classic Rock PD wasn't amazed by his new found syndicated morning show. He wanted nothing to do with it. He just wanted to have it go away so he could go back to winning and printing money for the company as he did for them for years. He didn't promote the morning show. He kept promos off the air. Tony got mad and forced the PD out the door.
#5 This, in the timeline might be more like 4.5. Before the PD was shown the door, the GM got all he could stand of the insanity. He parted ways with the station he built to something worth 53M. His very capable sales manager took over. This, of course, left lesser folks to take over his GSM duties.
#6 The AM got further cut back. It went from a fleet of news guys standing on top of each other in space 1/3 as big as needed to nearly no employees and sat-feed talk. The "AM" might have had a chance, but they hired a guy with 0% PD experience to run the thing. I'm sure that was done to be cheap. They got what they paid for.
#7 The GM (former sales manager) has enough. He finds an exit and gracefully uses it. There is a caretaker after that who gets to take orders from on-high, then gets let go because things don't go well. The next guy is there for a couple weeks and gets fired because he cuts unit rates to get something on the books.
So now you guys in Pitts know exactly why things had to happen like they did. Tony, like Frank Senatra, did it HIS WAY. Unfortunatly that wasn't congruent with success. I for one won't miss him or many of his "leaders" in his company. OKC will be better without his "wisdom".