I concur about the dive ladder. I like the Garelik 4-step stainless steel ladder. You need to have a very sturdy mounting area though. Also, 4200/5200 is not sufficient sealant for installing anything exterior on a boat.
If you drill into a boat you should:
1.) Use a bit larger than what you need for your bolt/screw/etc.
2.) Use a Dremel tool or something similar to remove a bit more coring inside the hole without increasing the size of the hole through the outer fiberglass.
3.) Fill entire drilled out area with fiberglass resin mixed with something like cabosil to create a paste like consistency. Use duct tape or such on the other side of the hole to hold everything in, and pack it in there so there is no air space.
4.) Once cured, use the correct size drill bit for your bolt/scews
5.) Finally, use some 4200/5200 to seal in the space around/inside the bolt hole.
This way when the sealant shrinks, water will not be able to get to your core.
The name of the game with boats, particularly small boats is to pack what you need but be as light as possible. Trim trabs are a huge improvement but don't use them to correct a list, move gear to correct your list. Use the tabs to get on plane faster, to keep the bow down when necessary depending upon sea conditions, etc. I would also recommend a float switch for your bilge pump if your boat does not come with one already. Make sure it's wired such that you don't need to flip a switch for it to have power. I would make sure you have a backup means of battery power to start your engine. If not two batteries at least a battery powerpack with jumper cables.
You obviously need the USCG mandated equipment including a VHF, life preservers, signal devices, fire extinguisher, compass, etc., etc. I would also get at least a hand-held GPS, rechargeable spotlight, at least a basic tool set, spare fuses....I will have to think about it more to add to the list.
One of the most incredibly convenient items to have aboard a boat is baby wipes. They clean your boat, hands, seats, grease, everything.