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1. They are proposed to you automatically after a while. Might depend on security/prestige scores; I never paid attention to it, honestly.

 

2. By completing quests, indeed.

"Time is not your enemy. Forever is."

— Fall-From-Grace, Planescape: Torment

"It's the questions we can't answer that teach us the most. They teach us how to think. If you give a man an answer, all he gains is a little fact. But give him a question, and he'll look for his own answers."

— Kvothe, The Wise Man's Fears

My Deadfire mods: Brilliant Mod | Faster Deadfire | Deadfire Unnerfed | Helwalker Rekke | Permanent Per-Rest Bonuses | PoE Items for Deadfire | No Recyled Icons | Soul Charged Nautilus

 

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just a update the adventures are proposes to you upon completing quest

also each quest completed moves the stronghold via one turn just a fyi

 

i abused save scumming to get some awesome items, the npcs that come to your stronghold can give you some very good items as well with the new update if you select the right options

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