Agree with OP. With Vanguard forcing a transition into their brokerage accounts I'm rolling over several different account types today. The non-retirement account had "shares transferred between accounts" as an option right on the entry line. It did not appear in the dropdown for the IRA list, however. But once I got the full menu to pop up of options, requiring hitting 'edit' on a different transaction type, it appeared and I could choose the options I wanted. I think it's likely a Quicken shortcoming that it's not in the register's dropdown list.