+1 to what Loren has said.
I moved an E32-III from California to Washington last December.
The big items to consider were
-- timing - price was more affected by the availability of a truck than by distance
-- overall height (because over-height loads restrict which routes can be used)
The rest of it is fairly easy. You want to be sure the bid includes insurance, tolls and permits. I (personally) found that the "U-ship" web bids were fairly useless, your mileage may vary. You (in most cases) want to be sure the hauler is familiar with how to load a boat properly (with a cradle, that may be simpler or more complicated, I don't know). And, there are only a few boat-haulers that work coast-to-coast, most focus on a specific region (eg, west-coast, east coast, gulf coast...) so getting from Wisconsin to Oregon may involve a relatively small set of possible companies.
Beyond that... it's important to know that the trucker will generally consider your boat a "thing" that is to be moved from place to place. He/she generally won't be involved in packing or prepping the boat, their responsibility is to get the "thing" delivered. So if there are things inside that you want to protect or secure... plan to do that yourself before the trucker arrives.
More detail on boat-haulers here, if interested:
http://www.ericsonyachts.org/infoexchange/entry.php?354-Boat-haulers-a-long-strange-trip
..and my adventure in packing/prepping a boat for transport starts here:
http://www.ericsonyachts.org/infoex...a-truck-in-three-days-(part-1-of-5-looooooong
Bruce