Keep in mind that Custom Settlements is still in development. I don't know what Wickedshot has planned for future versions of Custom Settlements. I do know that Native-style sieges are not possible in Custom Settlements since each settlement is laid out differently and some don't even have proper AI meshes. I've still got a lot of work to do to finish converting the Horde Lands to custom settlements. Once I've got all of the ground-work done, I will consider working on creating separate mission templates for sieges on each of the 9 types of settlements. Not every settlement has massive walls surrounding it. Some are better protected than others so it stands to reason that sieges will have to be thought out differently for certain settlements. I'm thinking I might play a game in cheat mode and make each settlement a castle town and then raid each one to find out where the attackers and defenders start and where they end up. In native, it was pretty routine.... Charge the walls, climb the ladders, fight the defenders at the top of the stairs, force your way in. But in Custom Settlements, the point(s) of conflict (where most of the fighting ends up being) will be different in each settlement. It won't be an easy solution, but I'm sure with a lot of testing and rearranging of entry points, I can maximize the defensive positions of each settlement and make the sieges more challenging.