I have always preferred to pull and install the engine and transmission separately. The car I am working on now is a 1955 TBird with a manual transmission and overdrive. The transmission is a very tight fit in that small car. Pulling and Installing the transmission with the engine in the car is near impossible, so I have no choice but to install them together. The shop I am working in now has an overhead crane and an electric winch. If I was to attempt this with a cherry picker, I would be very nervous about all that weight swinging around a valuable car like that.
I have seen a 406 engine parked in the front seat of a Ford Galaxie and I don't wish to repeat that experience. Your car has much more room than an old TBird. Installing the transmission after the engine is in the car would be a piece of cake. Whatever you do, be careful.
