This is my first post on this site as I just found out about it a couple of weeks ago. I have owned my America for just over one year. I have just entered my 50's..lol. I have not done anything to the engine except required maintenance. It runs like a charm(just finished a 1500 mile round trip without a hitch). I would not be in any hurry to do anything. Buy it, ride it, talk to owners, and then decide where to spend your money. I have added a windshield, light bar, sissy bar, luggage rack, some Willie and Max Saddlebags, and a chrome chain guard. I intend to add the engine guards, highway pegs, chrome valve covers, move the front turn signals to the fork, and replace the stock hand grips with some ISO ones. These are all reasonablly priced upgrades though. I think my next really major purchases might be the mag wheel upgrade(790 dollars for just the kit). I like that look on the 2007 models(the upgrade kit is not the same rim as the 2007, but I like that type of look). I have thought about getting the the jets in the carburetor replaced, but that requires a different muffler which is louder(I am told). Not sure I want to do that.
Be Safe,
Sam