Let us know how it rides with the Pickard trees and 23" wheels...no I don't want to do the same thing...I think?! 
The ride and handling is very good with the Pickard trees and 23". While stopped Rich commented at how the bike was getting through the corners much better with the 23" over the 19". Visually the 23" looks to be every bit as wide as the 19" and has a very similar profile. For me the turn in is much quicker thus giving the bike a lighter feel to it in the corners.
The Pickard trees without a doubt are worth every penny. We blasted up the highway in the triple digits and the bikes were rock solid. I chopped the throttle several times and the bars did not move (glad they didn't).
The decision to go with Pickard came from a few months of researching the various trees available. I had two manufactures tell me not to run their trees due to my riding style. I spoke with several people one on one who had brand X before switching to Pickard. With Pickard the stock rake and trail were maintained thus not screwing up the OEM geometry. From what I can see we gave up a small amount of suspension travel with the lowering kit. Pickard supplies travel limiters so the wheel doesn't smash into the lower tree. With the Burly lowering springs they are a progressive rate spring. The first inch or so of travel is pretty soft than the spring gets real aggressive from there. I purposely was trying to hit the limiters and I was able to although not easily.
We are both waiting on fenders and to be honest I like the look without it!