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Question #1: I want to make specific docs on the over world in my game, or at least making it so that someone can not exit a ship into the forest tile (one down 3rd from the left in World Map Tile Sheet) though a dock would be preferable.

Question #2: I want it so that whenever you add someone new to the party they will join at (the same level/set amount of levels below/set amount of levels above) the protagonist... is this possible?

Any help on either issue would be greatly appreciated.
If someone could help on both issues that would be even more greatly appreciated.
Anyone that helps with both issues and then gives me waffles will be appreciated the most.

For #2, just have all your heroes set at initial level of 1. Then, directly after you add the new hero,  save the actor level in a variable and then change the new hero's level by that variable. So, if you are adding Alice to the party and Zack is your main character:

Change Party Members: Alice Add
Variable Oper: [XXXX: Hero Level] Set, Zack Level
Change Level: Alice's Level V[XXXX] Up

If you don't want it to be exactly the hero level, then you can just modify the variable further after you save Zack's Level

There is probably a way to do #1 too, but I'm tired and unfamiliar with 2k3.

Idk, if you can, set a certain tile to each dock and set it a priority and have it check for priorities. That's if 2k3 has tile priorities like XP does.