4get_No1,
I don't know what you are interested in riding but I have a 2000 FLHTCUI (Electra Glide Ultra Classic) and I would recommend it to anyone who wants comfort for both the driver and their most prized passenger. Yep, its the perfect GeezerGlide. I bought it new in May 2000 and have put 44K of trouble free miles on it and won't consider parting with it. After a while there's a tendency to develop a symbiotic relationship with your scoot which makes it hard to part with.
Its true that the early Twin Cams had a cam bearing problem but the problem was fixed by March 2000 and any pre March 2000 motor out there should have been fixed by now. Harley jumped right on the problem as soon as it was discovered.
Speaking of EVO's. They are a damn good motor and are very reliable. I had a 89 police model before the Ultra and put 45K on it without any trouble. One bit of advice I can impart from first hand experience about 89-90 EVO motors is that the engine casings were made of powdered metal and they develop a tendency to leak oil through the cases everywhere. The leaks aren't bad enough that you lose so much oil it can damage the motor but it sure does make the engine messy and looks bad too. So, if you find a sweet 89-90 EVO to buy make sure the engine casings have been replaced or you'll be looking at about $1800 repair ($900 for the casing and the rest is labor).