[DrBob]

A good quality, professionally built custom is worth money. They go for more than their parts cost, because you are paying for the hundreds of hours of design, engineering, assembly, and fabrication.
But a factory bike with a chopper kit is not a custom. The chopper set up is just another accessory, no different from any other accessory. As a general rule, any accessory on a used bike is worth 30-40% of what that accessory costs new, and then only if you have the receipt.
So if you spend $1900 to make it a chopper, you increase the value of your bike by about $700-750, and that's only if you can find someone who wants a bike like yours with a chopper set up, hard to do if the bike was not built in Milwaukee.
If you start cutting up your frame to rake it out without using rakes triple trees, you usually destroy the value of the bike. The change is now permanent, plus it was engineered and built by an amateur, so there is not much market for it. Especially for an 800cc metric- most people who will buy a chopper want a larger displacement bike.
Save your money, skip the chopper set up. In a couple years when you are ready for a larger bike think about buying a used chopper, letting someone else take the 60-70% hit on the price.