This is another one that sounds like a playground solution, but it works. (Remember, your goal here is to get everything split up as quickly and painlessly as possible.) Divide the items into groups based on sentimental and dollar value, then draw straws to determine the selection order. If you get the long straw, you go first. Second longest goes next and so on. Once the order is determined, choose one at a time from each group until everything is accounted for. This is a speedy way to avoid some nasty fights over who should be getting what.