Will the auto backup occur multiple times per day for a phone that is plugged in and connected to WiFi?

No. When you automatically backup with iCloud, it backs up once per day. The backup does not necessarily happen at night either. My devices backup mid day because that’s when I started the backups manually. I have them plugged in to charge during the day as well. Once the devices get in a schedule, it will be one backup each day, approximately 24 hours apart, as long as they are locked, plugged in to charge and connected to WiFi at the same time every day,

It is suggested that the devices will backup at night when locked, plugged in to charge and connected to WiFi, simply because most people charge their devices at night.

Automatic iCloud backup occurs overnight via Wi-Fi while charging.

No charging no backup.

That's for pointing that out. I was always told overnight.

Makes sense, though.

Ready for Broadcast Booth Ben?

Not sure what I’m ready for with regard to Ben. I hope we can squeeze one more good year out of him. It appears as though the PTB have no plan in place for moving forward without him.