That old chair that grandpa used to sit in every time he visited? Look at it with the eye of a person who only sees an old, threadbare chair with stuffing coming out of the side. If it has so much sentimental value that you could not part with it for any less that $500 then you'd be better served to keep it in your living room and out of the sun, because that's the farthest it'll go that weekend. Do not include sentimental value in pricing garage sale items. They are only sentimental to you – not to the potential customer.
If you have some items that you only want to get rid of as quickly as possible, feel free to set up a freebie box next to the cashier's area. This is a good place for items such as odd washers, painted switch covers, or old dish towels. Do not put this bin anyplace other than the cashier's stand, because that will prevent people from arguing, "But I found it in the freebie box!" when you know full well you didn't put it in there. A box like this can be a good idea because people will feel like they got an extra deal and you can get rid of still somewhat useful stuff that is not even worth the price of a piece of masking tape. You sometimes have to forget about pricing garage sale items if they are things you desperately want to be rid of.
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