Flags without owners are broken a bit at the moment. They take over a base radius, aren't actually usable by anyone. The problem is that in settlement rounds, if everyone is eliminated and then people rejoin, you end up with an unusable base.

Always transferring all flags to the next joining player might not be a good idea though, because it would be broken in (team) melees.

My suggestion would be this: Flags without owner are acquired by the first Clonk who comes close to a flag. This should work well for both the settlement and the melee case. It would also be nice for settlement scenario developers, since you can just create the whole base including flags in Initialize() and let players spawn close to the flag to take ownership. At the moment, you have to do some complex scripting that creates the base for the first joining player.