My 2 cents...
I suggest that you consider a longer ladder. I find that going from swimming to climbing the ladder is much easier when the bottom rung is deeper in the water.
Also consider the step from the ladder up into the boat. Is a small platform appropriate?
Try to mount the ladder in such a way that there is ZERO chance that your prop will ever hit it. Sooner or later you will motor away with it down.
Drilling holes through the transom is a serious task especially if there is wood in it. Seepage can ruin the transom so seal it well.
Use "Bedding Compound" that is specifically made for hull penetrations below the water line.
Use a backing plate for the washers and nuts inside the hull. This will spread out the pressure when you tighten the bolts.
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