Aren't debit cards supposed to auto-tag the property?

It was my understanding that we should be able to create a cash management account, link it to a property, and then any spend from that account (either via ACH or debit cards) would auto-tag that spend as an expense of that property.

This doesn’t appear to be working for me with either virtual or physical debit cards.

Virtual Debit Cards

It pulls the money out of the proper cash management account, but it is not auto-tagging the transaction as an expense of that category.

Physical Debit Cards

This doesn’t seem to be pulling the money out of the proper account nor auto-tagging it to the property.