When I did the pan on my 4.9, it made it much easier to remove the oil pan with the transmission out. If I had done it with the trans in place, I don't think I could have gotten the pan out without raising the motor up. It will also give you a chance to visually inspect the bottom end and depending on your miles, a new oil pump wouldn't be a terrible idea.Hmmm oil pan gasket. How much more work is involved in that since the trans is out? I know mine seaps. Couldnt hurt to do it but its going to depend on how much additional work is involved. Dont you have to lift the engine to access it??