From what I remember of working with a non-profit, there are limits to "gift-in-kind" donations. Apple sells the license at $99, but they can probably only clai

From what I remember of working with a non-profit, there are limits to "gift-in-kind" donations. Apple sells the license at $99, but they can probably only claim $50 or so since that's what the actual "cost" of an iOS developer is. So in your example, yes, Bob could only deduct the cost of the pencils, not his inflated "value".