here is what you would need to do
1 remove all existing i/o equipment
2 gain acess to the transom , personally id decap boat to make that possible,
3 unskin inside of boat and remove existing wood from transom leaving outer skin
4 install new wood proper thickess or make a form and pour in a pourable type transom after coverring the original hole for i /o
5 install knee braces from transom to floor for strength
6 glass it all in and then you ready to figure out proper cut on cap to allow for installation of outboard,
7 cut transom to proper height for long or short shaft outboard, id try to go with long that way you dont have to worry about water coming over back of boat.
8 finish off top of transom and the cap to make it look as nice as possible .
9 install outboard after predrilling holes for mounting
10 install all rigging and cables
as you can see it is a task that isnt easy, can it be done?, of course, are you gonna stick with it till end ? thats a question only you can answer.
this is based on good stringers if not good stringers you might as well gut boat cut floor and stringers out and redo those at same time . you will need about 30 gallons of resin to do the job most likely if stringers floor and transom.