TUAW's Daily App: Cashish

Every time you spend some cash, you can track how much it was (the app wisely doesn't get involved in the details and just sticks to whole dollars), assign it to a category, and the app will help you monitor your spending over the last week or month. If you (like me) often pull out money and then wonder just where it goes off to, Cashish will help you figure that out -- and maybe even make sure you stay a little more judicious when dropping the dollars.
Plus, it's completely free, so you won't have to drop even a single penny on it. Excellent little app -- it's very focused on just the one task, but it does that one task quite well.
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Source: http://www.cashishapp.com/