If that year of truck is like the AD, the motor will not come out with the transmission attached. The transmission is heavy and has an irregular shape. On the AD trucks the transmission is removed with an engine hoist through the cab.
I have pulled 216/235/261 engines and 3-speed and 4-speed transmissions as "units" - hood removed and radiator/housing removed. As described in the Shop Manual.
Otherwise, I have sometimes first removed the transmission (3-speed/4-speed) from below/underneath the cab/floorboard, and then lift the engine out.
