For what it's worth, I'm not in Ohio anymore to listen to WVKO, but have some ideas. No doubt, being distracted from programming their computer playlists to correctly switch sources is something that shouldn't be a trial and error process on the air - without someone to monitor the signal, or an alarm system to alert the programmer/engineer/manager when something is off.
However, some years ago in Ohio, when unattended automation was still in its adolescence, I worked at a station where the contracted chief engineer quit, shortly after some staff who were his buddies had quit, in a scheme to drive out management and find a way to work unsupervised, if they could manipulate themsleves back into their old jobs (none ever was allowed to return to the payroll). That engineer had rigged up remote access to the station's automation system from his home computer, and switched programming on the air during a prime weekend hour when the station was unattended. Being short staffed, and distracted by some other stunts that made it hard for everyone to work, he got away with a few other programming switches before IT help boosted the firewall. This "joker" had also made the production room computer cursor move around a few times prior to that, while I was recording breaks, shortly after he said he didn't want to work there anymore. Juvenile, to say the least. Fortunately, I don't think he's working for any stations anymore.
Point is, perhaps some of these program errors on WVKO could be attributed to a hacker - someone who doesn't want to station to ever succeed, for political or personal reasons, and knows how vulnerable it is with minimal staffing. With morning drive programming errors like this, he really need to get someone from another station to help him set up a secure system, with safeguards for playlist mistakes. Expect some heavy duty dirty tricks during this election year, WVKO. So make sure your computers are set up correctly by a professional. And monitor your air signal.
