This happen the 3 times I moved money from checking to Apple Savings. When you move money from your checking account to Apple Savings, it is posted immediately on savings but it takes a day or two for the bank to post. I wait until both post show in Simplifi and select Transfer as the category for the bank and Apple Savings from the Transfer popup. I thought that fixed the problem the second time. I don't know what fixed the problem the first time. I don't remember if I played with transfer or not. I have tried selecting transfer for both banking and savings but the problem exist and it has been 3 days.