First-off, I just had to step in and mention the fact you are from where the famous Decorah Eagles are located. I suppose you have heard of that site? If not, it was pretty cool.
Hope you find a dealer you can trust. It is important to deal with a good one from beginning. If the Onalaska dealer is the closest, then I would go there and begin talking with them. Let them tell you about the Spyder and their dealership. You will begin to get a feel for how they operate and how prepared they are for servicing Spyders.
I spent hours at the dealer I eventually bought from watching, and listening to what was going-on. So far it paid-off and I am not having any problems.
Also, be sure to test-ride a Spyder before buying. It simply is not going to be like your other rides were. They have their own personalities, and "quirks", for a lack of a better word. Make sure you are going to like it first. Some actually do not like the Spyder; while obviously, many do (me included).
I have owned motorcycles for years, and still have a HD Ultra Classic. I bought my Spyder due to a back injury so I could ride while it healed, and for my wife to eventually learn to ride on her own. I have had a few problems with it; but so far everything has been fixed, and it has not left me stranded.
Good luck -- and consider buying in the off-season, if possible.