G'Day Brian,
Yes, I have an outboard on the transom on a kicker, it works well, except if you have someone forward when it gets rough. You occasionally get some cavitation, but in most conditions it's perfectly fine.
You WILL need to strengthen the transom to take the mount and the weight. When I bought our boat, this set up was already there and there were some small cracks in the gel coat and the flat area of the stern flexed when under way.
Here is a photo
I don't have anything inside, sorry.
The operation is reasonably easy, there is a 6mm rope attached at the bottom clip, routed in such a way that when you pull the rope it releases the clip allowing you to raise or lower the engine. A gearshift extension is added to aid in reaching the gear shift and the tiller mounted throttle is easy to access from the back of the seat. Starting is a little tricky because you need to pull through the pushpit.
If you added your outboard with an electric charging kit, as well as remote controls from the old diesel control box it would make it much easier, especially if you had an electric start. Then all you would need is to lower the engine manually, all other controls would be remote.
Cheers
Michael