Cash Management Debit Cards not tagging property

It was my understanding that when we create a bank account and attach it to a property, it should tag any expenses with the debit card from that bank account as coming from that property. This doesn’t appear to be working though, I have to tag the property manually on the expense.

Cash Management Account A → Property A

If I spend with the debit card or virtual debit card from Account A, it should auto-tag the expense as Property A’s. But it only does this a small percentage of the time.

Isn’t that the whole point in the cash management accounts, to easily have separate accounts for separate properties where all spend from that account automatically counts against that property’s expenses, without any bank links or credit card links to worry about?