---

To avoid cutting the trim you could make a spacer out of plastic (pvc, nylon etc) that is rectangular so the compression force is spread out. Think of it as a rectangular washer, rather than a circle.

You want it to be the same thickness, rather than a wedge.

Because the engine lower bolt position is not in a slot, your going to need to remove the engine from the transom to raise it. Given this, I would cut the trim under the engine bracket if in this situation using a hacksaw blade and utility knife. If there is a green line on the top of the fiberglass, I would coat it with a layer of Boat Life marine sealant.