Let's remember radio stations were once so concerned about being on the air for their listeners and advertisers thyat they'd sign off for a couple of hours each weekend, usually overnight Sunday, to test their equipment and make sure it is working properly.
Actually, the sign off on Monday morning was mostly to clean the transmitter, oil the fans, and to do mechanical maintenance. Except for changing or rotating tubes, there was not much else to do then.
I had 9 transmitters in Ecuador in the mid and late 60’s, a couple were co-located. So I had a 6 week rotation for cleaning and checking the sites, and would make a weekly daytime visual checkup every week just in case. That was in the 60's, and nearly everything was vacuum tube based at the transmitter except for the STL receiver and the Volumax. They did not need much more work.
There'd be a chief engineer and several assistants, all trying to keep that operation on the air.
Maybe at a bigger station, but even in the 50's and 60's few stations had more than a single engineer. Example: WEEL AM and WEZR FM in Fairfax had two separate sites, and had two separate AM directional systems. One engineer in 1970.
These days, even a 50,000 watt clear channel station likely has nobody at the transmitter most of the time. That's partially becauyse technology is better but partially to save staffing costs.
The only reason we had them in the later 50's and 60's was to comply with FCC rules. By the 70s, few stations (unstable DA systems) had engineers at the site. The rest all ran by remote control unless they had ancient union rules.
WOR uses three towers for its directional antenna system. While WBBR 1130 is a former Class I-B that is non-directional by day but directional at night, WOR is a former Class I-B that's directional at all times, maybe stemming from the days when it tried to cover both NYC and Philadelphia. And at night, it has to protect 710 KIRO Seattle.
WOR custom designed its system to serve both markets, and there are countless Broadcasting Magazines from the 30's with their two market coverage promoted on the cover!
And in the early 50's, they had 40 engineers on staff, as shown in some transmitter site reports I have at WorldRadioHistory at
WOR TRANSMITTER MANUALS: Early 50's