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I have a 2008 Ultra Classic and have made a couple of cross-country rides.   I have found it more cushioned than the new frame which I've rented for 500 mile trips while on business.    If you're going to do some open highway touring, there is nothing wrong with the 2008 and earlier.    In fact, my experience is that the newer frame provides a firmer ride which I don't care for.    To each his own but the 2008 and earlier bikes were fantastic machines and will provide years of comfortable, reliable service.