The herd needs to be thinned. But looking back to the pre-FM early and mid 60's, the FCC Financial reports showed half of all stations not making a profit. In many cases, those break-even and money-losing stations were doing badly because they were daytimers, stations in markets too small to sustain a station, incompetently run or too directional to cover their market.
We have to take some of those profit statistics from the 50s and 60s with a grain of salt..... maybe a SPOONFUL of salt!
You were acquiring stations and putting together deals when I was not, but this is the story as it was told to me, and as I saw in other businesses when I moved out of radio.
Because of the tax laws, a LOT of businesses didn't make a profit back then. (Publicly held corporations that are listed had to play the tax game more 'straight-up' but many of the non-profit-generating stations were family owned, even if incorporated. They were not required to be adited by the big silk-stocking accounting firms and there were games to be played.
I worked for one broadcaster who bought a desireable AM station but the transmitter site was rented.... at a higher than market rate. So, he bought the radio station from the owner, and the trust funds he had set up for his young children bought the transmitter site that was over priced from that owner. What made the deal work was that if he had set up a new arrangement and tried to pay his own children that high a rent bill, the tax people would have "taken the top of his head off" as we said back then. Thus the station alone was reporting rather anemic income to the FCC, but his children' trust fund was making out like a bandit.
If you wanted to see some really slick tax wizardry, find a car dealer from that era and on through the 80s who will tell you the hide-and-seek business schemes they set up to avoid taxes back when corporate taxes were 70% and higher. Yeah, I worked for one of those guys, too. Holy Cow, Batman! How many ways are there to 'skin a cat' just to stay ahead of the tax auditor?
I did the books one year for a dealership that was being operated by a dysfunctional family. They shut down one franchise but the old man would approve me writing off some bad inventory numbers. I figured out how he had been burying some other things for several years so one day I "pulled the trigger" and buried his elephant among the "skinned cats" he had been hiding for years. I think I kept my fingerprints off that move.
It was easier to 'skin cats' in family owned broadcasting operations. You didn't have a General Motors or Ford or Chrysler accounting department going through your books to find elephants and cats.