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How to I keep building up bareshade? I made the walls, but can't do anything else with the town?

You need some time, check Quest Log for how much days left for next expansion or what you need to do.

Oddly, it never showed in the quest log. So I have just been going off of checking every day.

Strange, my Event Log shows Bareshade's Expansion fine, maybe it's a bug? Try to check Bernard's talk 14 days later to see if there's new expansion dialogue. I don't know if you need to processed stories to certain point because I started build Bareshade after I finish all the Event.

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It is still working, which is good, maybe it is just that it is an old save?

Maybe, I started play this game when 0.30.4 come out, so I don't know old save's compatibility, at least my 0.30.4 doesn't have any problem so far.

Hyao I think said to try and not use any old saves because they will prolly be buggy... So pretty plausible that's why.