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The other night the Venture Captain told me that I could only purchase one thing at a time using Prestige points. I had made multiple purchases of vanities, not realizing there may have been a limit.
Checking the guild guide, on page 22 there is a reference stating that a GM can limit the spending of Prestige if it obstructs gameplay, making it sound like Prestige can be spent multiple times.
The Venture Captain pointed out that on page 21, there is a note that only once per chronicle may you spend 2 Prestige to purchase an item worth 750 gold of less for free.
As I'm purchasing vanities (such as multiple vanity followers, titles, and businesses) and not items with an explicit gold value, I don't see this as applying to the free item purchase limit.
Any thoughts?