Do I need to raise the transom ?

[flyingfrizzle]

I would get the 25" leg motor and just use the jack plate or raise it other means rather than buy the lower 20" leg motor. I have done the same on an older 21' continental hull. Used a 25" leg on the factory 20" transom as it was redone prior and in good shape but not raised. I just built my own 5" extension/jackplate out of stainless steel angle and plate. I still have it somewhere but it was rather heavy. I know they make cheaper options or non adjustable 5" jack brackets to raise outboards that are more reasonable on the budget. Seems like I have an aluminum factory extension bracket somewhere also that came off a speed boat. Most non adjustable plates have a lot less setback also. I would just go that route and then if you ever raise the transom you have the right length outboard and it will be much safer with the power head raised out of the water 5" higher too.