Ertai, if you have the unpatched version then losing items could be the result of a bug or an attack by a nishruu or hakeashar. in theory these summons should only be able to drain magic items but the unpatched version allowed them to destroy items at random too.
there are no thieves in the game after chap 4 unfortunately. you're stuck with imoen, jan, nalia.
if you don't like to cheat the yoshimo copper coronet strategy could be construed as cheating as it is not in keeping with the storyline...
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