idk seems like an interesting topic, especially for boomers who've had years to find stuff.
The most expensive one I own is a hardcover of The Killing Star that sells for like $300 on amazon.
I got it for $30 last year 
Most expensive book you own?
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911roofer
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talk about books or smth idk
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I have The Things They Carried signed by the author so I'm wondering if that'll be worth something one day.
Otherwise I bought a few thick hardcover comic collections in the past and idk if those'll be collectible but they definitely weren't priced like floppies
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