I do the same, so that the window crank is in the same plane as the door handle when the windows are open. I almost never have the windows up when driving.I agree 100%. But in my convertible I do the opposite and clock them with the windows open.
These are two diagrams I found in the 66 assembly manual. It's probably the same as your 65.65 Dearborn convertible, built December 20
What position should the front and rear window cranks be in when the windows are closed?