Have you ridden one yet? I did and I honestly wouldn't buy one at any price unless it was to simply resell it for a profit.
With new ones to be had at sub $10K I wouldn't pay anymore than $7000 for used.
What are your issues with the new Valkyrie? I have my 99 IS SuperValk and a 2014 Valk with Corbin Bags/Seat and a Gustafason shiele. Rides great to me. A little different than the Legacy Valk and I enjoy riding it.
Check eBay for pricing.....new ones can be had for a little under 10k but the accessories are still pricey (bags/seats). Last year a local guy got a new one for 8K plus TTP, and I got a used one with bags/seat and quite a few other accessories for that price as well.
My reasoning in asking him that question was that in my case at least there was no relationship to the original Valkyrie other than the name and my expectations of there being some similarities between the two models were completely invalid. I personally didn't care for it, I found it to be too narrow, especially the mirror placement and at that time the F6B at nearly the same pricing provided more of the features that matched my expectations that had come from many years of ownership of my Interstate.
You have done an incredible job on your bike and would never speak ill of someone else's ride, they just aren't for me. Based on the sales I am apparently not the only one with these thoughts towards the latest Valkyrie but for what you can purchase one for now, that is alot of motorcycle for the money and I can certainly understand why someone would snap one up.
The relationship between the old and new is....name, flat six power/torque and smoothness (which the 1800 is mo better IMO). It is a different ride, but they are both good, just a little different.
When the new Valkyrie came out, I didnt like the looks of it but it grew on me in a different way I guess. IMO it is much more nimble and lighter than the F6B or full Wing. Most bikes need some kind of modification or accessories to make it more comfortable or personalized. I got a used one with the accessories that I wanted, and then some. Others like new and making it their own. To each their own. Some have said that I have 2 similar equipped bikes and wondered why I made the new one like the old one.....its a personal thing I guess. I'm till not a fan of the front end looks on the new one, but dont notice it much from the saddle position when I'm riding it. I would not have paid full retail for a new one when the MSRP was 17,999.....but it's a hell of a bike at a price under 10k new, and less for used.
Enjoy what you ride regardless of what it is....