A partner and I looked at buying WENT a decade or so ago.
At the time, it had no automation system at all. There had to be a live operator any time the station was on the air, and if a Yankees west coast road game went into extra innings, the poor board op would have to stay until 2 or 3 AM if necessary.
It was economically unsustainable in a small, impoverished market to staff a station like that in the mid-2010s and even more so now. But at the time, the expense of installing automation was also uneconomical, and we didn't pursue the deal.