I was playing with the Transactions portion of REPORTING, not the bank account itself. It works perfectly when used properly.
I have 2 additional questions:
1. Is there any auto fill in feature for frequently used transactions or payees?
2. Is there any way to import the address book or contact list from the Mac directly into Moneydance?
1) Moneydance will 'learn' the correlation between a 'Description' and a 'Category' after the transaction has been 'Confirmed'.
It is my understanding that only imported transactions invoke the 'Confirmation. sidebar thus the 'learning' process only pertains to imported transactions. I could be wrong about this but I don't think so. (I import all of my transactions so I can't speak to the 'learning' process as it pertains to manually entered transactions)
2) None that I am aware of. I'm not a Mac user so maybe a Mac user here could shed some more light on that.
When you manually enter a transaction, it leans based on previous transactions. As you start typing in the Description field it auto fills and correct itself if you continue to type. E.g. type S, it fills in with State ..... If I then add k it changes to Sky ..... It also auto fills the category field based on categories related to the description.