Jackplate thoughts

[RidgeRunner]

Pancake,
Is the motor a 20" shaft or a 25"? If you want to get the motor out of the drink and give yourself a little more freeboard aft, you add in the 5" piece to the transom to fill in the notch and go with a 25" shaft motor. If you already have a 25" motor it is buried deep on the 20" transom, not good. It ain't easy to fill in the notch, a jackplate will get you 5" higher using the 20" motor bolt holes already drilled and using the highest setting on the jackplate but you may need to reconfigure steering as mentioned.
Chomper,
My 20' CC is not a self bailer and I have caught a lot of crap about it but I have a full transom. Your transom looks spooky low at 20" with the huge access hatch. That hatch needs the captains extra special attention every time out IMO. Also, Is the blue paint at the water line because it does not look as if the blue paint even extends up to cover all of the hull bottom. It looks like the factory made the scuppers for the 20" splashwell real low. I only mention it as you may need to reconfigure the splashwell too if you go up to the 25" transom height. I would do it. The result will be worth the effort.