Suppose the following case from my last game:
- You have just wasted the second opponent. It is somewhere between turn 65 and 70. You have had The Wheel for about ten turns, and the road network leading out to your new possessions is incomplete.
- You have taken London and York. They are somewhere between fifteen and twenty-five tiles from the capital. Much of it is Rough.
- You have a bunch of terrain that the AI has developed that you cannot currently work due to insufficient pop.
- You have a Whales in London's radius. London and York are your only possessions on this coast; both are coastal.
It's pretty much a no-brainer in this situation to annex the better production site. Developed land > undeveloped land, especially post-Rationalism, and the lost time moving Settlers out there is prohibitively costly. You're better off bringing the territory online now and wasting the time/coin on the Courthouse and the 200G on the Work Boat, as compared to raze/resettling or leaving the territory fallow.