In looking around and getting estimates for shipping the boat, it would cost around $4,000 or so to take it from IL to WA. Take in to consideration we only paid $1300 for the boat anyways, that would have us in to it at its current market value (certainly not what it could/should sell for) and still need to complete the retrofit.
My thinking is to sell it as it is (already far better condition than when we bought her a few weeks ago) for around $2500 to $3000) and then when we get to WA pick up a 27-30 foot boat for the same $4000 we would have spent otherwise and we're better off. In theory.
I did speak to the better 9/10ths and while she likes our H25, she's not that emotionally invested and thinks it may just be a good idea to part ways with it now and worry about one on the other side.
Thanks for all the input, it helps!
Mac