I didn't read all the above so excuse me if I'm giving advice that you have already decided upon. I would tell them to shove the offer up their arse, it is an insult to your inteligence. Keep the bike you've got mate, Harleys haven't braked for the last 100 years so why would you buy one in the first place if you wanted a bike that would stop. At the and of the day you would need an anchor to pull up 300 Kg's of bike in a hurry anyway. The dealers start out by telling you that if you buy a Harley they will hold their value UNLIKE JAP BIKES then they insult you with an offer like that and tell you all the bling means nothing as a trade, all the while thinking to themselves HERE COMES ANOTHER SUCKER/DIPSHIT WITH LOADS OF MONEY TO WASTE ???? If you take that sort of money for your bike you deserve to be ripped off IMO. Regardless of what you do KEEP THE TRUMPY they are the best fun that you can have on two wheels unless you aren't trying, and they brake and go around corners. I've got both (04 Trumpy S3 & 09 Softy) and i couldn't sell either. Just in case, what year is the S3 and how many km's have you put on it ??
Hey Poddy go the customising route. Here's roughly what you can get with $5000 for a deluxe. You're going to end up spending another $5000 to customise your new ride anyways. My Deluxe is an 09 model and the brakes are not the brembos, but work fine. Just upgradeto PM's if you want to stop on a dime.