I literally JUST donated the last of the textbooks I was keeping around. I looked up the prices on Amazon and some of these textbooks are still worth a lot of money (or at least offered for sale for a lot of money). This means I can document value for a nice tax break. One of the textbooks was listed for hundreds of dollars.

I kept a couple of the more interesting ones but overall I think I came out ahead with clearing out some dead weight and getting some value.

Donating an item is essentially a net of whatever the value of the item x your marginal tax rate. Definitely worth it over the hassle of selling it yourself, AND puts it into the hands of someone who needs it more.